Synergistic fungicidal mixtures

ABSTRACT

The present invention relates to a composition, comprising a 5-amino-3-oxo-2,3-dihydro-pyrazole of the formula I as defined in the claims and the description and at least one active compound II selected from groups A) to I) in a synergistically effective amount.

This application is a National Stage application of InternationalApplication No. PCT/EP2009/056866 filed Jun. 4, 2009, the entirecontents of which is hereby incorporated herein by reference. Thisapplication also claims priority under 35 U.S.C. §119 to European PatentApplication No. 08157648.0, filed Jun. 5, 2008, the entire contents ofwhich is hereby incorporated herein by reference.

DESCRIPTION

The present invention relates to compositions comprising as activecomponents

1) a 5-amino-3-oxo-2,3-dihydro-pyrazole of the formula I

-   -   wherein    -   R¹ is C₁-C₁₀-alkyl;    -   R² is C₁-C₆-alkyl, C₂-C₆-alkenyl or C₂-C₆-alkynyl;    -   R³ is aryl, optionally substituted by one to five substituents        independently selected from the group consisting of halogen,        C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,        C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₂-C₆-alkenyloxy,        C₂-C₆-haloalkenyloxy, C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy,        C₁-C₆-alkoxy-C₁-C₆-alkyl, C₁-C₆-alkoxy-C₁-C₆-alkoxy,        C₁-C₆-alkylthio, C₁-C₆-haloalkylthio, C₂-C₆-alkenylthio,        C₂-C₆-haloalkenylthio, cyano and nitro; and    -   X is O or S;        and

2) at least one active compound II selected from groups A) to I):

A) Strobilurins

-   -   azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin,        kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin,        pyraclostrobin, pyribencarb, trifloxystrobin,        2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxy-imino-N-methyl-acetamide,        3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropane-carboximidoylsulfanylmethyl)-phenyl)-acrylic        acid methyl ester, methyl        (2-chloro-5-[1-(3-methylbenzyloxyimino)ethyl]benzyl)carbamate        and        2-(2-(3-(2,6-di-chlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)-2-methoxyimino-N-methyl-acetamide;        B) Carboxamides    -   carboxanilides: benalaxyl, benalaxyl-M, benodanil, carboxin,        fenfuram, fenhexamid, flutolanil, furametpyr, isopyrazam,        isotianil, kiralaxyl, mepronil, metalaxyl, metalaxyl-M        (mefenoxam), ofurace, oxadixyl, oxycarboxin, tecloftalam,        thifluzamide, tiadinil,        2-amino-4-methyl-thiazole-5-carboxanilide,        2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide,        N-(2′,4′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2′,4′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2′,5′-difluorobiphenyl-2-yl)-3-di-fluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(3′,5′-difluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(3′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(3′-chlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2′-fluorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2′-chlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(3′,5′-dichlorobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-[2-(1,1,2,2-tetrafluoroethoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(4′-trifluoromethylthiobiphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2-(1,3-dimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,        N-(2-(1,3,3-trimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,        N-(4′-chloro-3′,5′-difluoro-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(4′-chloro-3′,5′-difluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(3′,4′-dichloro-5′-fluoro-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(3′,5′-difluoro-4′-methyl-biphenyl-2-yl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(3′,5′-difluoro-4′-methyl-biphenyl-2-yl)-3-trifluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1        H-pyrazole-4-carboxamide,        N-[1,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-methano-naphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide;    -   carboxylic morpholides: dimethomorph, flumorph;    -   benzoic acid amides: flumetover, fluopicolde, fluopyram,        zoxamide,        N-(3-ethyl-3,5-5trimethylcyclohexyl)-3-formylamino-2-hydroxybenzamide;    -   other carboxamides: carpropamid, dicyclomet, mandiproamid,        oxytetracyclin, silthiofarm and        N-(6-methoxy-pyridin-3-yl)cyclopropanecarboxylic acid amide;        C) Azoles    -   triazoles: azaconazole, bitertanol, bromuconazole,        cyproconazole, difenoconazole, diniconazole, diniconazole-M,        epoxiconazole, fenbuconazole, fluquinconazole, flusilazole,        flutriafol, hexaconazole, imibenconazole, ipconazole,        metconazole, myclobutanil, oxpoconazole, paclobutrazole,        penconazole, propiconazole, prothioconazole, simeconazole,        tebuconazole, tetraconazole, triadimefon, triadimenol,        triticonazole, uniconazole,        1-(4-chloro-phenyl)-2-([1,2,4]triazol-1-yl)-cycloheptanol;    -   imidazoles: cyazofamid, imazalil, pefurazoate, prochloraz,        triflumizol;    -   benzimidazoles: benomyl, carbendazim, fuberidazole,        thiabendazole;    -   others: ethaboxam, etridiazole, hymexazole and        2-(4-chloro-phenyl)-N-[4-(3,4-di-methoxy-phenyl)-isoxazol-5-yl]-2-prop-2-ynyloxy-acetamide;        D) Heterocyclic Compounds    -   pyridines: pyrifenox,        3-[5-(4-chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine,        3-[5-(4-methyl-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine,        2,3,5,6-tetra-chloro-4-methanesulfonyl-pyridine,        3,4,5-trichloropyridine-2,6-di-carbonitrile,        N-(1-(5-bromo-3-chloro-pyridin-2-yl)-ethyl)-2,4-dichloronicotinamide,        N-[(5-bromo-3-chloro-pyridin-2-yl)-methyl]-2,4-dichloro-nicotinamide;    -   pyrimidines: bupirimate, diflumetorim, fenarimol, ferimzone,        nitrapyrin, nuarimol;    -   piperazines: triforine;    -   pyrroles: fenpiclonil;    -   morpholines: aldimorph, dodemorph, dodemorph-acetate,        fenpropimorph, tridemorph;    -   piperidines: fenpropidin;    -   dicarboximides: fluoroimid;    -   non-aromatic 5-membered heterocycles: famoxadone, fenamidone,        octhilinone, probenazole;    -   others: acibenzolar-5-methyl, amisulbrom, anilazin,        blasticidin-S, captafol, captan, chinomethionat, dazomet,        debacarb, diclomezine, difenzoquat, difenzoquat-methylsulfate,        fenoxanil, Folpet, oxolinic acid, piperalin, proquinazid,        pyroquilon, quinoxyfen, triazoxide, tricyclazole,        2-butoxy-6-iodo-3-propylchromen-4-one,        5-chloro-1-(4,6-dimethoxy-pyrimidin-2-yl)-2-methyl-1H-benzoimidazole,        5-chloro-7-(4-methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)-[1,2,4]triazolo[1,5-a]pyrimidine,        6-(3,4-dichloro-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        6-(4-tert-butyl-phenyl)-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        5-methyl-6-(3,5,5-tri-methyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        5-methyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        6-methyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        6-ethyl-5-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        5-ethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        5-ethyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        6-octyl-5-propyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        5-methoxymethyl-6-octyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine,        6-octyl-5-trifluoromethyl-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine        and        5-trifluoro-methyl-6-(3,5,5-trimethyl-hexyl)-[1,2,4]triazolo[1,5-a]pyrimidine-7-ylamine;        E) Carbamates    -   thio- and dithiocarbamates: ferbam, mancozeb, maneb, metam,        methasulphocarb, metiram, propineb, thiram, zineb, ziram;    -   carbamates: benthiavalicarb, flubenthiavalicarb, iprovalicarb,        propamocarb, propamocarb hydrochlorid, valiphenal and        N-(1-(1-(4-cyano-phenyl)ethanesulfonyl)-but-2-yl) carbamic        acid-(4-fluorophenyl) ester;        F) Other Active Substances    -   guanidines: guanidine, dodine, dodine free base, guazatine,        guazatine-acetate, iminoctadine, iminoctadine-triacetate,        iminoctadine-tris(albesilate);    -   antibiotics: kasugamycin, kasugamycin hydrochloride-hydrate,        streptomycin, polyoxine, validamycin A;    -   nitrophenyl derivates: binapacryl, dinobuton, dinocap,        nitrthal-isopropyl, tecnazen,    -   organometal compounds: fentin salts, such as fentin-acetate,        fentin chloride or fentin hydroxide;    -   sulfur-containing heterocyclyl compounds: dithianon,        isoprothiolane;    -   organophosphorus compounds: edifenphos, fosetyl,        fosetyl-aluminum, iprobenfos, phosphorous acid and its salts,        pyrazophos, tolclofos-methyl;    -   organochlorine compounds: chlorothalonil, dichlofluanid,        dichlorophen, flusulfamide, hexachlorobenzene, pencycuron,        pentachlorphenole and its salts, phthalide, quintozene,        thiophanate-methyl, tolylfluanid,        N-(4-chloro-2-nitro-phenyl)-N-ethyl-4-methyl-benzenesulfonamide;    -   inorganic active substances: Bordeaux mixture, copper acetate,        copper hydroxyide, copper oxychloride, basic copper sulfate,        sulfur;    -   others: biphenyl, bronopol, cyflufenamid, cymoxanil,        diphenylamin, metrafenone, mildiomycin, oxin-copper,        prohexadione-calcium, spiroxamine, tolylfluanid,        N-(cyclo-propylmethoxyimino-(6-difluoro-methoxy-2,3-difluoro-phenyl)-methyl)-2-phenyl        acetamide,        N′-(4-(4-chloro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl        formamidine,        N′-(4-(4-fluoro-3-trifluoromethyl-phenoxy)-2,5-dimethyl-phenyl)-N-ethyl-N-methyl        formamidine,        N′-(2-methyl-5-trifluoromethyl-4-(3-trimethyl-silanyl-propoxy)-phenyl)-N-ethyl-N-methyl        formamidine and        N′-(5-difluoromethyl-2-methyl-4-(3-trimethylsilanyl-propoxy)-phenyl)-N-ethyl-N-methyl        formamidine;        G) Growth Regulators    -   abscisic acid, amidochlor, ancymidol, 6-benzylaminopurine,        brassinolide, butralin, chlormequat (chlormequat chloride),        choline chloride, cyclanilide, daminozide, dikegulac,        dimethipin, 2,6-dimethylpuridine, ethephon, flumetralin,        flurprimidol, fluthiacet, forchlorfenuron, gibberellic acid,        inabenfide, indole-3-acetic acid, maleic hydrazide, mefluidide,        mepiquat (mepiquat chloride), naphthaleneacetic acid,        N-6-benzyladenine, paclobutrazol, prohexadione        (prohexadione-calcium), prohydrojasmon, thidiazuron,        triapenthenol, tributyl phosphorotrithioate,        2,3,5-tri-iodobenzoic acid, trinexapac-ethyl and uniconazole;        H) Herbicides    -   acetamides: acetochlor, alachlor, butachlor, dimethachlor,        dimethenamid, flufenacet, mefenacet, metolachlor, metazachlor,        napropamide, naproanilide, pethoxamid, pretilachlor, propachlor,        thenylchlor;    -   amino acid derivatives: bilanafos, glyphosate, glufosinate,        sulfosate;    -   aryloxyphenoxypropionates: clodinafop, cyhalofop-butyl,        fenoxaprop, fluazifop, haloxyfop, metamifop, propaquizafop,        quizalofop, quizalofop-P-tefuryl;    -   Bipyridyls: diquat, paraquat;    -   (thio)carbamates: asulam, butylate, carbetamide, desmedipham,        dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb,        phenmedipham, prosulfocarb, pyributicarb, thiobencarb,        triallate;    -   cyclohexanediones: butroxydim, clethodim, cycloxydim,        profoxydim, sethoxydim, tepraloxydim, tralkoxydim;    -   dinitroanilines: benfluralin, ethalfluralin, oryzalin,        pendimethalin, prodiamine, trifluralin;    -   diphenyl ethers: acifluorfen, aclonifen, bifenox, diclofop,        ethoxyfen, fomesafen, lactofen, oxyfluorfen;    -   hydroxybenzonitriles: bomoxynil, dichlobenil, ioxynil;    -   imidazolinones: imazamethabenz, imazamox, imazapic, imazapyr,        imazaquin, imazethapyr;    -   phenoxy acetic acids: clomeprop, 2,4-dichlorophenoxyacetic acid        (2,4-D), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB,        Mecoprop;    -   pyrazines: chloridazon, flufenpyr-ethyl, fluthiacet,        norflurazon, pyridate;    -   pyridines: aminopyralid, clopyralid, diflufenican, dithiopyr,        fluridone, fluoroxypyr, picloram, picolinafen, thiazopyr;    -   sulfonyl ureas: amidosulfuron, azimsulfuron, bensulfuron,        chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron,        ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron,        foramsulfuron, halosulfuron, imazosulfuron, iodosulfuron,        mesosulfuron, metsulfuron-methyl, nicosulfuron, oxasulfuron,        primisulfuron, prosulfuron, pyrazosulfuron, rimsulfuron,        sulfometuron, sulfosulfuron, thifensulfuron, triasulfuron,        tribenuron, trifloxysulfuron, triflusulfuron, tritosulfuron,        1-((2-chloro-6-propyl-imidazo[1,2-b]pyridazin-3-yl)sulfonyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)urea;    -   triazines: ametryn, atrazine, cyanazine, dimethametryn,        ethiozin, hexazinone, metamitron, metribuzin, prometryn,        simazine, terbuthylazine, terbutryn, triaziflam;    -   ureas: chlorotoluron, daimuron, diuron, fluometuron,        isoproturon, linuron, methabenzthiazuron, tebuthiuron;    -   other acetolactate synthase inhibitors: bispyribac-sodium,        cloransulam-methyl, diclosulam, florasulam, flucarbazone,        flumetsulam, metosulam, ortho-sulfamuron, penoxsulam,        propoxycarbazone, pyribambenz-propyl, pyribenzoxim, pyriftalid,        pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyroxasulfone,        pyroxsulam;    -   others: amicarbazone, aminotriazole, anilofos, beflubutamid,        benazolin, bencarbazone, benfluresate, benzofenap, bentazone,        benzobicyclon, bromacil, bromobutide, butafenacil, butamifos,        cafenstrole, carfentrazone, cinidon-ethlyl, chlorthal,        cinmethylin, clomazone, cumyluron, cyprosulfamide, dicamba,        difenzoquat, diflufenzopyr, Drechslera monoceras, endothal,        ethofumesate, etobenzanid, fentrazamide, flumiclorac-pentyl,        flumioxazin, flupoxam, fluorochloridone, flurtamone, indanofan,        isoxaben, isoxaflutole, lenacil, propanil, propyzamide,        quinclorac, quinmerac, mesotrione, methyl arsonic acid,        naptalam, oxadiargyl, oxadiazon, oxaziclomefone, pentoxazone,        pinoxaden, pyraclonil, pyraflufen-ethyl, pyrasulfotole,        pyrazoxyfen, pyrazolynate, quinoclamine, saflufenacil,        sulcotrione, sulfentrazone, terbacil, tefuryltrione,        tembotrione, thiencarbazone, topramezone,        4-hydroxy-3-[2-(2-methoxyethoxymethyl)-6-trifluoromethyl-pyridine-3-carbonyl]-bicyclo[3.2.1]oct-3-en-2-one,        (3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)-phenoxy]-pyridin-2-yloxy)-acetic        acid ethyl ester,        6-amino-5-chloro-2-cyclopropyl-pyrimidine-4-carboxylic acid        methyl ester,        6-chloro-3-(2-cyclopropyl-6-methyl-phenoxy)-pyridazin-4-ol,        4-amino-3-chloro-6-(4-chloro-phenyl)-5-fluoropyridine-2-carboxylic        acid,        4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxy-phenyl)-pyridine-2-carboxylic        acid methyl ester, and        4-amino-3-chloro-6-(4-chloro-3-dimethylamino-2-fluoro-phenyl)-pyridine-2-carboxylic        acid methyl ester;        I) Insecticides    -   organo(thio)phosphates: acephate, azamethiphos, azinphos-methyl,        chlorpyrifos, chlorpyrifos-methyl, chlorfenvinphos, diazinon,        dichlorvos, dicrotophos, dimethoate, disulfoton, ethion,        fenitrothion, fenthion, isoxathion, malathion, methamidophos,        methidathion, methyl-parathion, mevinphos, monocrotophos,        oxydemeton-methyl, paraoxon, parathion, phenthoate, phosalone,        phosmet, phosphamidon, phorate, phoxim, pirimiphos-methyl,        profenofos, prothiofos, sulprophos, tetrachlorvinphos, terbufos,        triazophos, trichlorfon;    -   carbamates: alanycarb, aldicarb, bendiocarb, benfuracarb,        carbaryl, carbofuran, carbosulfan, fenoxycarb, furathiocarb,        methiocarb, methomyl, oxamyl, pirimicarb, propoxur, thiodicarb,        triazamate;    -   pyrethroids: allethrin, bifenthrin, cyfluthrin, cyhalothrin,        cyphenothrin, cypermethrin, alpha-cypermethrin,        beta-cypermethrin, zeta-cypermethrin, deltamethrin,        esfenvalerate, etofenprox, fenpropathrin, fenvalerate,        imiprothrin, lambda-cyhalothrin, permethrin, prallethrin,        pyrethrin I and II, resmethrin, silafluofen, tau-fluvalinate,        tefluthrin, tetramethrin, tralomethrin, transfluthrin,        profluthrin, dimefluthrin;    -   insect growth regulators: a) chitin synthesis inhibitors:        benzoylureas: chlorfluazuron, cyramazin, diflubenzuron,        flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron,        teflubenzuron, triflumuron; buprofezin, diofenolan, hexythiazox,        etoxazole, clofentazine; b) ecdysone antagonists: halofenozide,        methoxyfenozide, tebufenozide, azadirachtin; c) juvenoids:        pyriproxyfen, methoprene, fenoxycarb; d) lipid biosynthesis        inhibitors: spirodiclofen, spiromesifen, spirotetramat;    -   nicotinic receptor agonists/antagonists compounds: clothianidin,        dinotefuran, imidacloprid, thiamethoxam, nitenpyram,        acetamiprid, thiacloprid,        1-(2-chloro-thiazol-5-ylmethyl)-2-nitrimino-3,5-dimethyl-[1,3,5]triazinane;    -   GABA antagonist compounds: endosulfan, ethiprole, fipronil,        vaniliprole, pyrafluprole, pyriprole,        5-amino-1-(2,6-dichloro-4-methyl-phenyl)-4-sulfinamoyl-1H-pyrazole-3-carbothioic        acid amide;    -   macrocyclic lactone insecticides: abamectin, emamectin,        milbemectin, lepimectin, spinosad, spinetoram;        -   mitochondrial electron transport inhibitor (METI) I            acaricides: fenazaquin, pyridaben, tebufenpyrad,            tolfenpyrad, flufenerim;        -   METI II and Ill compounds: acequinocyl, fluacyprim,            hydramethylnon;        -   Uncouplers: chlorfenapyr;        -   oxidative phosphorylation inhibitors: cyhexatin,            diafenthiuron, fenbutatin oxide, propargite;        -   moulting disruptor compounds: cryomazine;        -   mixed function oxidase inhibitors: piperonyl butoxide;        -   sodium channel blockers: indoxacarb, metaflumizone;        -   others: benclothiaz, bifenazate, cartap, flonicamid,            pyridalyl, pymetrozine, sulfur, thiocyclam, flubendiamide,            chlorantraniliprole, cyazypyr (HGW86), cyenopyrafen,            flupyrazofos, cyflumetofen, amidoflumet, imicyafos,            bistrifluoron, and pyrifluquinazon.            in a synergistically effective amount.

Moreover, the invention relates also to a method for controllingphytopathogenic harmful fungi using mixtures of a compound of formula Iand an active compound II and to the use of compounds I and compounds IIfor preparing such mixtures, and to compositions and seed comprisingthese mixtures.

Practical agricultural experience has shown that the repeated andexclusive application of an individual active compound in the control ofharmful fungi leads in many cases to a rapid selection of those fungusstrains which have developed natural or adapted resistance against theactive compound in question. Effective control of these fungi with theactive compound in question is then no longer possible.

To reduce the risk of the selection of resistant fungus strains,mixtures of different active compounds are nowadays conventionallyemployed for controlling harmful fungi. By combining active compoundshaving different mechanisms of action, it is possible to ensuresuccessful control over a relatively long period of time.

It is an object of the present invention to provide, with a view toeffective resistance management and effective control of phytopathogenicharmful fungi, at application rates which are as low as possible,compositions which, at a reduced total amount of active compoundsapplied, have improved activity against the harmful fungi (synergisticmixtures) and a broadened activity spectrum, in particular for certainindications.

We have accordingly found that this object is achieved by thecompositions, defined herein, comprising at least one compound I and atleast one compound II. Moreover, we have found that simultaneous, thatis joint or separate, application of at least one compound I and atleast one compound II or successive application of a compound I and of acompound II allows better control of harmful fungi than is possible withthe individual compounds alone (synergistic mixtures). Furthermore,synergistic effects in relation with the insecticidal and/or herbicidalaction has been found with the inventive compositions.

The composition according to the invention may be a (physical) mixtureof the compound I and the at least one compound II. Accordingly, theinvention also provides a mixture comprising one compound I and at leastone compound II. However, the composition may also be any combination ofa compound I with at least one compound II, it not being required forcompounds I and II to be present together in the same formulation.

An example of a composition according to the invention in which thecompound I and the at least one compound II are not present together inthe same formulation is a kit of parts. In a kit of parts, two or morecomponents of a kit are packaged separately, i.e., not pre-formulated.As such, kits include one or more separate containers such as vials,cans, bottles, pouches, bags or canisters, each container containing aseparate component for an agrochemical composition. One example is atwo-component kit. Accordingly the present invention also relates to atwo-component kit, comprising a first component which in turn comprisesa compound I, a liquid or solid carrier and, if appropriate, at leastone surfactant and/or at least one customary auxiliary, and a secondcomponent which in turn comprises at least one compound II, a liquid orsolid carrier and, if appropriate, at least one surfactant and/or atleast one customary auxiliary. Suitable liquid and solid carriers,surfactants and customary auxiliaries are described below.

The invention also refers to the use of a compound I in combination withat least a compound II according to the definition given above or belowfor controlling phytopathogenic fungi and to a method for controllingphytopathogenic fungi, comprising treating the fungi, their habitat orthe seed, the soil or the plants to be protected against fungal attackwith an effective amount of the compound I and the compound II accordingto the definition given above or below. The “combined” use of thecompound I with and at least one compound II or the treatment accordingto the invention with an effective amount of the compound I and thecompound II on the one hand can be understood as using a physicalmixture of a compound I and at least one compound II. On the other hand,the combined use may also consist in using the compound I and the atleast one compound II separately, but within a sufficiently short timeof one another so that the desired effect can take place. More detailedillustrations of the combined use can be found in the specificationsbelow.

The active compounds I and/or II of the inventive compositions can bepresent in different crystal modifications, which may differ inbiological activity.

Compounds of formula I are contained in WO 99/54307. Granular pesticidalformulations of compounds I are the subject of EP 1 652 429. EP 1 222856 is directed to plant disease controlling compositions comprising animide compound selected from procymidone, iprodione and vinclozolin anda pyrazolinone derivative of a chemical formula I as disclosed in EP 1222 856 A1. JP 2002316902 is directed to certain compositions havingplant blight-preventing activity comprising a pyrazolinone compound anda second active compound selected from fluazinam, fludioxinil,pyrimethanil, cyprodinil, diethofencarb, mepanipyrim, penthiopyrad andboscalid.

The compounds II, their preparation and their activity against harmfulfungi is known (cf.: http://www.alanwood.net/pesticides/); thesesubstances are commercially available and known, for example, from thereferences below.

-   benalaxyl, methyl N-(phenylacetyl)-N-(2,6-xylyl)-DL-alaninate (DE 29    03 612), metalaxyl, methyl    N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate (GB 15 00 581);-   ofurace, (RS)-α-(2-chloro-N-2,6-xylylacetamido)-γ-butyrolactone [CAS    RN 58810-48-3];-   oxadixyl;    N-(2,6-dimethylphenyl)-2-methoxy-N-(2-oxo-3-oxazolidinyl)acetamide    (GB 20 58 059);-   aldimorph, “4-alkyl-2,5(or 2,6)-dimethylmorpholine”, comprising    65-75% of 2,6-dimethylmorpholine and 25-35% of    2,5-dimethylmorpholine, comprising more than 85% of 4-dodecyl-2,5(or    2,6)-dimethylmorpholine, where “alkyl” also includes octyl, decyl,    tetradecyl and hexadecyl, with a cis/trans ratio of 1:1 [CAS RN    91315-15-0];-   dodine, 1-dodecylguanidinium acetate (Plant Dis. Rep., Vol. 41, p.    1029 (1957));-   dodemorph, 4-cyclododecyl-2,6-dimethylmorpholine (DE 1198125);-   fenpropimorph,    (RS)-cis-4-[3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine    (DE 27 52 096);-   fenpropidin,    (RS)-1-[3-(4-tert-butylphenyl)-2-methylpropyl]piperidine (DE 27 52    096);-   guazatine, mixture of the reaction products from the amidation of    technical grade iminodi(octamethylene)diamine, comprising various    guanidines and polyamines [CAS RN 108173-90-6];-   iminoctadine, 1,1′-iminodi(octamethylene)diguanidine (Congr. Plant    Pathol., 1., p. 27 (1968);-   spiroxamine, (8-tert-butyl-1,4-dioxaspiro[4.5]dec-2-yl)diethylamine    (EP-A 281 842);-   tridemorph, 2,6-dimethyl-4-tridecylmorpholine (DE 11 64 152);-   pyrimethanil, 4,6-dimethylpyrimidin-2-ylphenylamine (DD-A 151 404);-   mepanipyrim, (4-methyl-6-prop-1-ynylpyrimidin-2-yl)phenylamine (EP-A    224 339);-   cyprodinil, (4-cyclopropyl-6-methylpyrimidin-2-yl)phenylamine (EP-A    310 550);-   cycloheximid,    4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione    [CAS RN 66-81-9];-   griseofulvin,    7-chloro-2′,4,6-trimethoxy-6′-methylspiro[benzofuran-2(3H),1′-cyclohex-2′-ene]-3,4′-dione    [CAS RN 126-07-8];-   kasugamycin,    3-O-[2-amino-4-[(carboxylminomethyl)amino]-2,3,4,6-tetradeoxy-α-Darabino-hexopyranosyl]-D-chiro-inositol    [CAS RN 6980-18-3];-   natamycin,    (8E,14E,16E,18E,20E)-(1R,3S,5R,7R,12R,22R,24S,25R,26S)-22(3-amino-3,6-dideoxy-β-D-mannopyranosyloxy)-1,3,26-trihydroxy-12-methyl-10-oxo-6,11,28-trioxatricyclo[22.3.1.0^(5,7)]octacosa-8,14,16,18,20-pentaene-25-carboxylic    acid [CAS RN 7681-93-8];-   polyoxin,    5-(2-amino-5-O-carbamoyl-2-deoxy-L-xylonamido)-1-(5-carboxy-1,2,3,4-tetrahydro-2,4-dioxopyrimidin-1-yl)-1,5-dideoxyl-β-D-allofuranuronic    acid [CAS RN 22976-86-9];-   streptomycin,    1,1′-{1-L-(1,3,5/2,4,6)-4-[5-deoxy-2-O-(2-deoxy-2-methylamino-α-L-glucopyranosyl)-3-C-formyl-α-L-Iyxofuranosyloxy]-2,5,6-trihydroxycyclohex-1,3-ylene}diguanidine    (J. Am. Chem. Soc. Vol. 69, p. 1234 (1947));-   bitertanol,    β-([1,1′-biphenyl]-4-yloxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol    (DE 23 24 020),-   bromuconazole,    1-[[4-bromo-2-(2,4-dichlorophenyl)tetrahydro-2-furanyl]methyl]-1H-1,2,4-triazole    (Proc. 1990 Br. Crop. Prot. Conf.—Pests Dis. Vol. 1, p. 459);-   cyproconazole,    2-(4-chlorophenyl)-3-cyclopropyl-1-[1,2,4]triazol-1-ylbutan-2-ol    (U.S. Pat. No. 4,664,696);-   difenoconazole,    1-{2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-[1,3]dioxolan-2-ylmethyl}-1H-[1,2,4]triazole    (GB-A 2 098 607);-   diniconazole,    (βE)-β-[(2,4-dichlorophenyl)methylene]-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol    (Noyaku Kagaku, 1983, Vol. 8, p. 575);-   enilconazole (imazalil),    1-[2-(2,4-dichlorphenyl)-2-(2-propenyloxy)ethyl]-1H-imidazole    (Fruits, 1973, Vol. 28, p. 545);-   epoxiconazole,    (2RS,3SR)-1-[3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)propyl]-1H-1,2,4-triazole    (EP-A 196 038);-   fenbuconazole,    α-[2-(4-chlorophenyl)ethyl]-α-phenyl-1H-1,2,4-triazole-1-propanenitrile    (Proc. 1988 Br. Crop Prot. Conf.—Pests Dis. Vol. 1, p. 33);-   fluquinconazole,    3-(2,4-dichlorophenyl)-6-fluoro-2-[1,2,4]-triazol-1-yl-3H-quinazolin-4-one    (Proc. Br. Crop Prot. Conf.-Pests Dis., 5-3, 411 (1992));-   flusilazole,    1-{[bis-(4-fluorophenyl)methylsilanyl]methyl}-1H-[1,2,4]triazole    (Proc. Br. Crop Prot. Conf.-Pests Dis., 1, 413 (1984));-   flutriafol,    α-(2-fluorophenyl)-α-(4-fluorophenyl)-1H-1,2,4-triazole-1-ethanol    (EP 15 756);-   hexaconazole, 2-(2,4-dichlorophenyl)-1-[1,2,4]triazol-1-ylhexan-2-ol    (CAS RN 79983-71-4);-   ipconazole,    2-[(4-chlorophenyl)methyl]-5-(1-methylethyl)-1-(1H-1,2,4-triazol-1-yl-methyl)cyclopentanol    (EP 267 778),-   metconazole,    5-(4-chlorobenzyl)-2,2-dimethyl-1-[1,2,4]triazol-1-ylmethylcyclopentanol    (GB 857 383);-   myclobutanil,    2-(4-chlorophenyl)-2-[1,2,4]triazol-1-ylmethylpentanenitrile (CAS RN    88671-89-0);-   penconazole, 1-[2-(2,4-dichlorophenyl)pentyl]-1H-[1,2,4]triazole    (Pesticide Manual, 12th Ed. (2000), S.712);-   propiconazole,    1-[[2-(2,4-dichlorophenyl)-4-propyl-1,3-dioxolan-2-yl]methyl]-1H-1,2,4-triazole    (BE 835 579);-   prochloraz,    N-(propyl-[2-(2,4,6-trichlorophenoxy)ethyl])imidazole-1-carboxamide    (U.S. Pat. No. 3,991,071);-   prothioconazole,    2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-[1,2,4]triazole-3-thione    (WO 96/16048);-   simeconazole,    α-(4-fluorophenyl)-α-[(trimethylsilyl)methyl]-1H-1,2,4-triazole-1-ethanol    [CAS RN 149508-90-7],-   tebuconazole,    1-(4-chlorophenyl)-4,4-dimethyl-3-[1,2,4]triazol-1-ylmethylpentan-3-ol    (EP-A 40 345);-   tetraconazole,    1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]-1H-1,2,4-triazole    (EP 234 242);-   triadimefon,    1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)-2-butanone    (BE 793 867);-   triadimenol,    β-(4-chlorophenoxy)-α-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol    (DE 23 24 010);-   triflumizol,    (4-chloro-2-trifluormethylphenyl)-(2-propoxy-1-[1,2,4]triazol-1-ylethyliden)-amine    (JP-A 79/119 462);-   triticonazole,    (5E)-5-[(4-chlorophenyl)methylene]-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol    (FR 26 41 277);-   iprodione,    N-isopropyl-3-(3,5-dichlorophenyl)-2,4-dioxoimidazolidine-1-carboxamide    (GB 13 12 536);-   myclozolin,    (RS)-3-(3,5-dichlorophenyl)-5-methoxymethyl-5-methyl-1,3-oxazolidine-2,4-dione    [CAS RN 54864-61-8];-   procymidone,    N-(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide    (U.S. Pat. No. 3,903,090);-   vinclozolin,    3-(3,5-dichlorophenyl)-5-methyl-5-vinyloxazolidine-2,4-dione (DE-A    22 07 576);-   ferbam, iron(3+) dimethyldithiocarbamate (U.S. Pat. No. 1,972,961);-   nabam, disodium ethylenebis(dithiocarbamate) (U.S. Pat. No.    2,317,765);-   maneb, manganese ethylenebis(dithiocarbamate) (U.S. Pat. No.    2,504,404);-   mancozeb, manganese ethylenebis(dithiocarbamate) polymer complex    zinc salt (GB 996 264);-   metam, methyldithiocarbaminic acid (U.S. Pat. No. 2,791,605);-   metiram, zinc ammoniate ethylenebis(dithiocarbamate) (U.S. Pat. No.    3,248,400); propineb, zinc propylenebis(dithiocarbamate) polymer (BE    611 960);-   polycarbamate,    bis(dimethylcarbamodithioato-κS,κS′)[μ-[[1,2-ethanediylbis[carbamodithioato-κS,κS′]](2-)]]di[zinc]    [CAS RN 64440-88-6];-   thiram, bis(dimethylthiocarbamoyl) disulfide (DE 642 532);-   ziram, dimethyldithiocarbamate [CAS RN 137-30-4];-   zineb, zinc ethylenebis(dithiocarbamate) (U.S. Pat. No. 2,457,674);-   anilazine, 4,6-dichloro-N-(2-chlorophenyl)-1,3,5-triazine-2-amine    (U.S. Pat. No. 2,720,480);-   benomyl, N-butyl-2-acetylaminobenzoimidazole-1-carboxamide (U.S.    Pat. No. 3,631,176);-   boscalid, 2-chloro-N-(4′-chlorobiphenyl-2-yl)nicotinamide (EP-A 545    099);-   carbendazim, methyl (1H-benzoimidazol-2-yl)carbamate (U.S. Pat. No.    3,657,443);-   carboxin, 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide    (U.S. Pat. No. 3,249,499);-   oxycarboxin, 5,6-dihydro-2-methyl-1,4-oxathiin-3-carboxanilide    4,4-dioxide (U.S. Pat. No. 3,399,214);-   cyazofamid,    4-chloro-2-cyano-N,N-dimethyl-5-(4-methylphenyl)-1H-imidazole-1-sulfonamide    (CAS RN 120116-88-3];-   dazomet, 3,5-dimethyl-1,3,5-thiadiazinane-2-thione (Bull. Soc. Chim.    Fr. Vol. 15, p. 891 (1897));-   dithianon,    5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiin-2,3-dicarbonitrile    (GB 857 383);-   famoxadone,    (RS)-3-anilino-5-methyl-5-(4-phenoxyphenyl)-1,3-oxazolidine-2,4-dione    [CAS RN 131807-57-3];-   fenamidone,    (S)-1-anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-one [CAS RN    161326-34-7];-   fenarimol,    α-(2-chlorophenyl)-α-(4-chlorophenyl)-5-pyrimidinemethanol (GB 12 18    623);-   fuberidazole, 2-(2-furanyl)-1H-benzimidazole (DE 12 09 799);-   flutolanil, α,α,α-trifluoro-3′-isopropoxy-o-toluanilide (JP    1104514);-   furametpyr,    5-chloro-N-(1,3-dihydro-1,1,3-trimethyl-4-isobenzofuranyl)-1,3-dimethyl-1H-pyrazole-4-carboxamide    [CAS RN 123572-88-3];-   isoprothiolane, diisopropyl 1,3-dithiolan-2-ylidenemalonate (Proc.    Insectic. Fungic. Conf. 8. Vol. 2, p. 715 (1975));-   mepronil, 3′-isopropoxy-o-toluanilide (U.S. Pat. No. 3,937,840);-   nuarimol, α-(2-chlorophenyl)-α-(4-fluorophenyl)-5-pyrimidinemethanol    (GB 12 18 623); fluopicolide (picobenzamid),    2,6-dichloro-N-(3-chloro-5-trifluoromethylpyridin-2-ylmethyl)benzamide    (WO 99/42447);-   probenazole, 3-allyloxy-1,2-benzothiazole 1,1-dioxide (Agric. Biol.    Chem. Vol. 37, p. 737 (1973));-   proquinazid, 6-iodo-2-propoxy-3-propylquinazolin-4(3H)-one (WO    97/48684);-   pyrifenox, 2′,4′-dichloro-2-(3-pyridyl)acetophenone    (EZ)-O-methyloxime (EP 49 854);-   pyroquilon, 1,2,5,6-tetrahydropyrrolo[3,2,1-ij]quinolin-4-one (GB    139 43 373)-   quinoxyfen, 5,7-dichloro-4-(4-fluorophenoxy)quinoline (U.S. Pat. No.    5,240,940);-   silthiofam,    N-allyl-4,5-dimethyl-2-(trimethylsilyl)thiophene-3-carboxamide [CAS    RN 175217-20-6];-   thiabendazole, 2-(1,3-thiazol-4-yl)benzimidazole (U.S. Pat. No.    3,017,415);-   thifluzamide,    2′,6′-dibromo-2-methyl-4′-trifluormethoxy-4-trifluormethyl-1,3-thiazole-5-carboxanilide    [CAS RN 130000-40-7];-   thiophanate-methyl,    1,2-phenylenebis(iminocarbonothioyl)bis(dimethylcarbamate) (DE-A 19    30 540);-   tiadinil, 3′-chloro-4,4′-dimethyl-1,2,3-thiadiazole-5-carboxanilide    [CAS RN 223580-51-6];-   tricyclazole, 5-methyl-1,2,4-triazolo[3,4-b][1,3]benzothiazole [CAS    RN 41814-78-2];-   triforine,    N,N-{piperazine-1,4-diylbis[(trichlormethyl)methylene]}diformamide    (DE 19 01 421);-   Bordeaux mixture, mixture of CuSO₄×3Cu(OH)₂×3CaSO₄[CAS RN 8011-63-0]    copper acetate, Cu(OCOCH₃)₂[CAS RN 8011-63-0];-   copper oxychloride, Cu2Cl(OH)₃[CAS RN 1332-40-7];-   basic copper sulfate, CuSO₄[CAS RN 1344-73-6];-   binapacryl, (RS)-2-sec-butyl-4,6-dinitrophenyl 3-methylcrotonate    [CAS RN 485-31-4];-   dinocap, the mixture of 2,6-dinitro-4-octylphenylcrotonate and    2,4-dinitro-6-octylphenylcrotonate, where “octyl” is a mixture of    1-methylheptyl, 1-ethylhexyl and 1-propylpentyl (U.S. Pat. No.    2,526,660);-   dinobuton, (RS)-2-sec-butyl-4,6-dinitrophenyl isopropyl carbonate    [CAS RN 973-21-7];-   nitrothal-isopropyl, diisopropyl 5-nitroisophthalate (Proc. Br.    Insectic. Fungic. Conf. 7., Vol. 2, p. 673 (1973));-   fenpiclonil, 4-(2,3-dichlorophenyl)-1H-pyrrole-3-carbonitrile (Proc.    1988 Br. Crop Prot. Conf.—Pests Dis., Vol. 1, p. 65);-   fludioxonil,    4-(2,2-difluorobenzo[1,3]dioxol-4-yl)-1H-pyrrole-3-carbonitrile (The    Pesticide Manual, publ. The British Crop Protection Council, 10th    ed. (1995), p. 482);-   acibenzolar-S-methyl, methyl 1,2,3-benzothiadiazol-7-carbothioate    [CAS RN 135158-54-2];-   flubenthiavalicarb (benthiavalicarb), isopropyl    {(S)-1-[(1R)-1-(6-fluorobenzothiazol-2-yl)-ethylcarbamoyl]-2-methylpropyl}carbamate    (JP-A 09/323,984);-   carpropamid,    2,2-dichloro-N-[1-(4-chlorphenyl)ethyl]-1-ethyl-3-methylcyclopropane-carboxamide    [CAS RN 104030-54-8];-   chlorothalonil, 2,4,5,6-tetrachloroisophthalonitrile (U.S. Pat. No.    3,290,353);-   cyflufenamid,    (Z)-N-[α-(cyclopropylmethoxyimino)-2,3-difluoro-6-(trifluoromethyl)benzyl]-2-phenylacetamide    (WO 96/19442);-   cymoxanil, 1-(2-cyano-2-methoxyiminoacetyl)-3-ethylurea (U.S. Pat.    No. 3,957,847);-   diclomezine, 6-(3,5-dichlorophenyl-p-tolyl)pyridazin-3(2H)-one (U.S.    Pat. No. 4,052,395) diclocymet,    (RS)-2-cyano-N—[(R)-1-(2,4-dichlorophenyl)ethyl]-3,3-dimethylbutyramide    [CAS RN 139920-32-4];-   diethofencarb, isopropyl 3,4-diethoxycarbanilate (EP 78 663);-   edifenphos, O-ethyl S,S-diphenyl phosphorodithioate (DE 14 93 736)    ethaboxam,    N-(cyano-2-thienylmethyl)-4-ethyl-2-(ethylamino)-5-thiazolecarboxamide    (EP-A 639 574);-   fenhexamid,    N-(2,3-dichloro-4-hydroxyphenyl)-1-methylcyclohexanecarboxamide    (Proc. Br. Crop Prot. Conf.—Pests Dis., 1998, Vol. 2, p. 327);-   fentin acetate, triphenyltin (U.S. Pat. No. 3,499,086);-   fenoxanil,    N-(1-cyano-1,2-dimethylpropyl)-2-(2,4-dichlorophenoxy)propanamide    (EP 262 393);-   ferimzone,    (Z)-2′-methylacetophenone-4,6-dimethylpyrimidin-2-ylhydrazone [CAS    RN 89269-64-7];-   fluazinam,    3-chloro-N-[3-chloro-2,6-dinitro-4-(trifluoromethyl)phenyl]-5-(trifluoromethyl)-2-pyridinamine    (The Pesticide Manual, publ. The British Crop Protection Council,    10th ed. (1995), p. 474);-   fosetyl, fosetyl-aluminum, ethylphosphonate (FR 22 54 276);-   iprovalicarb, isopropyl    [(1S)-2-methyl-1-(1-p-tolylethylcarbamoyl)propyl]carbamate (EP-A 472    996);-   hexachlorbenzene (C. R. Seances Acad. Agric. Fr., Vol. 31, p. 24    (1945);-   metrafenon, 3′-bromo-2,3,4,6′-tetramethoxy-2′,6-dimethylbenzophenone    (U.S. Pat. No. 5,945,567);-   pencycuron, 1-(4-chlorobenzyl)-1-cyclopentyl-3-phenylurea (DE 27 32    257);-   penthiopyrad,    (RS)-N-[2-(1,3-dimethylbutyl)-3-thienyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carboxamide    (JP 10130268);-   propamocarb, propyl 3-(dimethylamino)propylcarbamate (DE 15 67 169);-   phthalide (DE 16 43 347);-   toloclofos-methyl, O-2,6-dichloro-p-tolyl O,O-dimethyl    phosphorothioate (GB 14 67 561);-   quintozene, pentachlomitrobenzene (DE 682 048);-   zoxamide,    (RS)-3,5-dichloro-N-(3-chloro-1-ethyl-1-methyl-2-oxopropyl)-p-toluamide    [CAS RN 156052-68-5];-   azoxystrobin, methyl    2-{2-[6-(2-cyano-1-vinylpenta-1,3-dienyloxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate    (EP 382 375), dimoxystrobin,    (E)-2-(methoxyimino)-N-methyl-2-[α-(2,5-xylyloxy)-o-tolyl]acetamide    (EP 477 631);-   enestroburin, methyl    2-{2-[3-(4-chlorophenyl)-1-methylallylideneaminooxymethyl]-phenyl}-3-methoxyacrylate    (EP 936 213);-   fluoxastrobin,    (E)-{2-[6-(2-chlorophenoxy)-5-fluoropyrimidin-4-yloxy]phenyl}(5,6-dihydro-1,4,2-dioxazin-3-yl)methanone    O-methyloxime (WO 97/27189);-   kresoxim-methyl, methyl    (E)-methoxyimino[α-(o-tolyloxy)-o-tolyl]acetate (EP 253 213);-   metominostrobin,    (E)-2-(methoxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide (EP 398    692);-   orysastrobin,    (2E)-2-(methoxyimino)-2-{2-[(3E,5E,6E)-5-(methoxyimino)-4,6-dimethyl-2,8-dioxa-3,7-diazanona-3,6-dien-1-yl]phenyl}-N-methylacetamide    (WO 97/15552); picoxystrobin, methyl    3-methoxy-2-[2-(6-trifluoromethylpyridin-2-yloxymethyl)phenyl]-acrylate    (EP 278 595);-   pyraclostrobin, methyl    N-{2-[1-(4-chlorophenyl)-1H-pyrazol-3-yloxymethyl]phenyl}(N-methoxy)carbamate    (WO 96/01256);-   trifloxystrobin, methyl    (E)-methoxyimino-{(E)-α-[1-(α,α,α-trifluoro-m-tolyl)ethylidene-aminooxy]-o-tolyl}acetate    (EP 460 575);-   captafol,    N-(1,1,2,2-tetrachloroethylthio)cyclohex-4-ene-1,2-dicarboximide    (Phytopathology, Vol. 52, p. 754 (1962));-   captan, N-(trichloromethylthio)cyclohex-4-ene-1,2-dicarboximide    (U.S. Pat. No. 2,553,770);-   dichlofluanid,    N-dichlorofluoromethylthio-N,N-dimethyl-N-phenylsulfamide (DE 11 93    498);-   folpet, N-(trichlormethylthio)phthalimide (U.S. Pat. No. 2,553,770);    tolylfluanid,    N-dichlorofluoromethylthio-N,N-dimethyl-N-p-tolylsulfamide (DE 11 93    498);-   dimethomorph,    3-(4-chlorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-yl-propenone    (EP 120 321);-   flumetover,    2-(3,4-dimethoxyphenyl)-N-ethyl-α,α,α-trifluoro-N-methyl-p-toluamide    [AGROW no. 243, 22 (1995)];-   flumorph,    3-(4-fluorophenyl)-3-(3,4-dimethoxyphenyl)-1-morpholin-4-ylpropenone    (EP 860 438).

The compounds described by IUPAC nomenclature, their preparation andtheir fungi-cidal activity are also known (cf. Can. J. Plant Sci. 48(6),587-94, 1968; EP-A 141 317; EP-A 152 031; EP-A 226 917; EP-A 243 970;EP-A 256 503; EP-A 428 941; EP-A 532 022; EP-A 1 028 125; EP-A 1 035122; EP-A 1 201 648; EP-A 1 122 244, JP 2002316902; DE 19650197; DE10021412; DE 102005009458; U.S. Pat. Nos. 3,296,272; 3,325,503; WO98/46608; WO 99/14187; WO 99/24413; WO 99/27783; WO 00/29404; WO00/46148; WO 00/65913; WO 01/54501; WO 01/56358; WO 02/22583; WO02/40431; WO 03/10149; WO 03/11853; WO 03/14103; WO 03/16286; WO03/53145; WO 03/61388; WO 03/66609; WO 03/74491; WO 04/49804; WO04/83193; WO 05/120234; WO 05/123689; WO 05/123690; WO 05/63721; WO05/87772; WO 05/87773; WO 06/15866; WO 06/87325; WO 06/87343; WO07/82098; WO 07/90624).

In the inventive compositions, as compound I, the following compoundsare preferred:

5-amino-3-oxo-2,3-dihydro-pyrazole of the formula Ia

wherein

-   R¹ is C₁-C₆-alkyl;-   R² is C₁-C₄-alkyl, C₃-C₄-alkenyl or C₃-C₄-alkynyl;-   R⁴ is independently selected from the group consisting of    C₁-C₆-alkyl, C₂-C₄-haloalkyl, C₂-C₄-alkenyl, C₂-C₄-alkynyl,    C₁-C₄-alkoxy, C₁-C₄-haloalkoxy, C₂-C₄-alkenyloxy, C₂-C₄-alkynyloxy,    C₁-C₄-alkylthio, cyano, nitro, F, Cl and Br;-   n is 0, 1, 2, 3 or 4: and-   X is O or S.

Thereby, it may be preferred according to the present invention that informula Ia, R⁴ is independently selected from the group consisting ofC₁-C₆-alkyl, F, Cl and Br.

Furthermore, compounds of formular Ia are preferred, wherein

-   R¹ is 1-methylethyl, 1,1-dimethylethyl, 1-methylpropyl,    1-ethylpropyl or 1-methylbutyl;-   R² is ethyl, n-propyl, allyl or propargyl;-   R⁴ is independently selected from the group consisting of F, Cl, Br,    methyl, ethyl and isopropyl;-   n is 0, 1, 2, 3 or 4: and-   X is O or S.

According to one specific embodiment of the invention, in formula I orIa, R¹ is 1-methylethyl or 1-methylpropyl.

According to another specific embodiment, in formula I or Ia, R² isallyl or ethyl.

According to another specific embodiment, R⁴ is methyl or chlorine and nis 1 or 2.

According to another specific embodiment, in formula I or Ia, X is S.

According to still another specific embodiment, in formula I or Ia, X isO.

According to a preferred embodiment of the invention, the compound offormula I is5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioicacid S-allyl ester.

According to a further preferred embodiment of the invention, thecompound of formula I is5-Amino-2-sec-butyl-3-oxo-4-(2,6-dichlorophenyl)-2,3-dihydro-pyrazole-1-carbothioicacid ethyl ester.

In the definitions of the symbols given for formula I, collective termswere used which denote the following substituents:

-   halogen: fluorine, chlorine, bromine and iodine;-   alkyl and the alkyl moieities in alkoxy, alkylcarbonyl,    alkylthiocarbonyl, alkylcarbonyloxy, alkylthiocarbonyloxy,    alkylamino, dialkylamino, alkylaminocarbonyl, dialkylaminocarbonyl,    alkylaminothiocarbonyl, dialkylaminothiocarbonyl,    alkylaminocarbonyloxy, dialkylaminocarbonyloxy,    alkylaminothiocarbonyloxy, dialkylaminothiocarbonyloxy, alkylthio,    alkylsulfinyl, alkylsulfonyl and the like: saturated straight-chain    or branched hydrocarbon radicals having 1 to 2, 1 to 4, 1 to 6 or 1    to 8 carbon atoms. C₁-C₂-alkyl is methyl or ethyl. C₁-C₄-alkyl is    additionally also, for example, propyl, isopropyl, butyl,    1-methylpropyl (sec-butyl), 2-methylpropyl (isobutyl) or    1,1-dimethylethyl (tert-butyl). C₁-C₆-alkyl is additionally also,    for example, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl,    2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl,    1,2-dimethylpropyl, hexyl, 1-methylpentyl, 2-methylpentyl,    3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl,    1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl,    2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl,    1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl,    1-ethyl-1-methylpropyl, or 1-ethyl-2-methylpropyl. C₁-C₈-alkyl is    additionally also, for example, heptyl, octyl, 2-ethylhexyl and    positional isomers thereof.-   haloalkyl: alkyl as mentioned above, where some or all of the    hydrogen atoms in these groups may be replaced by halogen atoms as    mentioned above: in particular C₁-C₂-haloalkyl, such as    chloromethyl, bromomethyl, dichloromethyl, trichloromethyl,    fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl,    dichlorofluoromethyl, chloro-difluoromethyl, 1-chloroethyl,    1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl,    2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl,    2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl,    2,2,2-trichloroethyl, pentafluoroethyl or 1,1,1-trifluoroprop-2-yl;-   alkenyl and the alkenyl moieties in alkenyloxy, alkenylcarbonyl and    the like: monounsaturated straight-chain or branched hydrocarbon    radicals having 2 to 4, 2 to 6 or 3 to 4 carbon atoms and a double    bond in any position, for example C₂-C₆-alkenyl, such as ethenyl,    1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl,    3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl,    1-methyl-2-propenyl, 2-methyl-2-propenyl, 1-pentenyl, 2-pentenyl,    3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl,    3-methyl-1-butenyl, 1-methyl-2-butenyl, 2-methyl-2-butenyl,    3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl,    3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl,    1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl,    1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl,    3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl,    2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl,    1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2-pentenyl,    4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl,    3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl,    2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl,    1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl,    1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl,    1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl,    1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl,    2,2-dimethyl-butenyl, 2,3-dimethyl-1-butenyl,    2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl,    3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl,    1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl,    2-ethyl-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl,    1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl,    1-ethyl-2-methyl-2-propenyl and the like;-   haloalkenyl and the haloalkenyl moieties in haloalkenyloxy,    haloalkenylcarbonyl and the like: alkenyl as mentioned above, where    some or all of the hydrogen atoms in these groups may be replaced by    halogen atoms as mentioned above, in particular fluorine, chlorine    and bromine, for example chlorovinyl, chloroallyl and the like;-   alkynyl and the alkynyl moieties in alkynyloxy, alkynylcarbonyl and    the like: straight-chain or branched hydrocarbon groups having 2 to    4, 2 to 6 or 3 to 4 carbon atoms and one or two triple bonds in any    position, for example C₂-C₆-alkynyl, such as ethynyl, 1-propynyl,    2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl,    1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl,    1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl,    1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl,    3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl,    1-methyl-3-pentynyl, 1-methyl-4-pentynyl, 2-methyl-3-pentynyl,    2-methyl-4-pentynyl, 3-methyl-1-pentynyl, 3-methyl-4-pentynyl,    4-methyl-1-pentynyl, 4-methyl-2-pentynyl, 1,1-dimethyl-2-butynyl,    1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl,    2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl,    1-ethyl-3-butynyl, 2-ethyl-3-butynyl, 1-ethyl-1-methyl-2-propynyl    and the like;-   haloalkynyl and the haloalkynyl moieties in haloalkynyloxy,    haloalkynylcarbonyl and the like: alkynyl as mentioned above, where    some or all of the hydrogen atoms in these groups may be replaced by    halogen atoms as mentioned above, in particular fluorine, chlorine    and bromine;-   alkoxy: an alkyl group attached via oxygen. C₁-C₂-alkoxy is methoxy    or ethoxy. C₁-C₄-alkoxy is additionally, for example, n-propoxy,    1-methylethoxy (isopropoxy), butoxy, 1-methylpropoxy (sec-butoxy),    2-methylpropoxy (isobutoxy) or 1,1-dimethylethoxy (tert-butoxy).    C₁-C₆-alkoxy is additionally, for example, pentoxy, 1-methylbutoxy,    2-methylbutoxy, 3-methylbutoxy, 1,1-dimethylpropoxy,    1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy,    1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy,    1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy,    2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy,    1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy,    1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy or    1-ethyl-2-methylpropoxy.-   haloalkoxy: an alkoxy radical as mentioned above which is partially    or fully substituted by fluorine, chlorine, bromine and/or iodine,    preferably by fluorine. C₁-C₂-Haloalkoxy is, for example, OCH₂F,    OCHF₂, OCF₃, OCH₂Cl, OCHCl₂, OCCl₃, chlorofluoromethoxy,    dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy,    2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy,    2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy,    2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy,    2,2,2-trichloroethoxy or OC₂F₅. C₁-C₄-Haloalkoxy is additionally,    for example, 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy,    2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy,    2,3-dichloropropoxy, 2-bromopropoxy, 3-bromopropoxy,    3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, OCH₂—C₂F₅,    OCF₂—C₂F₅, 1-(CH₂F)-2-fluoroethoxy, 1-(CH₂Cl)-2-chloroethoxy,    1-(CH₂Br)-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy,    4-bromobutoxy or nonafluorobutoxy. C₁-C₆-Haloalkoxy is additionally,    for example, 5-fluoropentoxy, 5-chloropentoxy, 5-brompentoxy,    5-iodopentoxy, undecafluoropentoxy, 6-fluorohexoxy, 6-chlorohexoxy,    6-bromohexoxy, 6-iodohexoxy or dodecafluorohexoxy.-   alkenyloxy: alkenyl as mentioned above which is attached via an    oxygen atom, for example C₃-C₆-alkenyloxy, such as 1-propenyloxy,    2-propenyloxy, 1-methylethenyloxy, 1-butenyloxy, 2-butenyloxy,    3-butenyloxy, 1-methyl-1-propenyloxy, 2-methyl-1-propenyloxy,    1-methyl-2-propenyloxy, 2-methyl-2-propenyloxy, 1-pentenyloxy,    2-pentenyloxy, 3-pentenyloxy, 4-pentenyloxy, 1-methyl-1-butenyloxy,    2-methyl-1-butenyloxy, 3-methyl-1-butenyloxy, 1-methyl-2-butenyloxy,    2-methyl-2-butenyloxy, 3-methyl-2-butenyloxy, 1-methyl-3-butenyloxy,    2-methyl-3-butenyloxy, 3-methyl-3-butenyl,    1,1-dimethyl-2-propenyloxy, 1,2-dimethyl-1-propenyloxy,    1,2-dimethyl-2-propenyloxy, 1-ethyl-1-propenyloxy,    1-ethyl-2-propenyloxy, 1-hexenyloxy, 2-hexenyloxy, 3-hexenyloxy,    4-hexenyloxy, 5-hexenyloxy, 1-methyl-1-pentenyloxy,    2-methyl-1-pentenyloxy, 3-methyl-1-pentenyloxy,    4-methyl-1-pentenyloxy, 1-methyl-2-pentenyloxy,    2-methyl-2-pentenyloxy, 3-methyl-2-pentenyloxy,    4-methyl-2-pentenyloxy, 1-methyl-3-pentenyloxy,    2-methyl-3-pentenyloxy, 3-methyl-3-pentenyloxy,    4-methyl-3-pentenyloxy, 1-methyl-4-pentenyloxy,    2-methyl-4-pentenyloxy, 3-methyl-4-pentenyloxy,    4-methyl-4-pentenyloxy, 1,1-dimethyl-2-butenyloxy,    1,1-dimethyl-3-butenyloxy, 1,2-dimethyl-1-butenyloxy,    1,2-dimethyl-2-butenyloxy, 1,2-dimethyl-3-butenyloxy,    1,3-dimethyl-1-butenyloxy, 1,3-dimethyl-2-butenyloxy,    1,3-dimethyl-3-butenyloxy, 2,2-dimethyl-3-butenyloxy,    2,3-dimethyl-1-butenyloxy, 2,3-dimethyl-2-butenyloxy,    2,3-dimethyl-3-butenyloxy, 3,3-dimethyl-1-butenyloxy,    3,3-dimethyl-2-butenyloxy, 1-ethyl-1-butenyloxy,    1-ethyl-2-butenyloxy, 1-ethyl-3-butenyloxy, 2-ethyl-1-butenyloxy,    2-ethyl-2-butenyloxy, 2-ethyl-3-butenyloxy,    1,1,2-trimethyl-2-propenyloxy, 1-ethyl-1-methyl-2-propenyloxy,    1-ethyl-2-methyl-1-propenyloxy and 1-ethyl-2-methyl-2-propenyloxy;-   haloalkenyloxy: an alkenyloxy radical as mentioned above which is    partially or fully substituted by fluorine, chlorine, bromine and/or    iodine, preferably by fluorine.-   alkynyloxy: alkynyl as mentioned above which is attached via an    oxygen atom, for example C₃-C₆-alkynyloxy, such as 2-propynyloxy,    2-butynyloxy, 3-butynyloxy, 1-methyl-2-propynyloxy, 2-pentynyloxy,    3-pentynyloxy, 4-pentynyloxy, 1-methyl-2-butynyloxy,    1-methyl-3-butynyloxy, 2-methyl-3-butynyloxy, 1-ethyl-2-propynyloxy,    2-hexynyloxy, 3-hexynyloxy, 4-hexynyloxy, 5-hexynyloxy,    1-methyl-2-pentynyloxy, 1-methyl-3-pentynyloxy and the like;-   haloalkynyloxy: an alkynyloxy radical as mentioned above which is    partially or fully substituted by fluorine, chlorine, bromine and/or    iodine, preferably by fluorine.-   alkoxyalkyl: alkyl as defined above having 1 to 8, 1 to 6 or 1 to 4,    in particular 1 to 3, carbon atoms, in which one hydrogen atom is    replaced by an alkoxy group having 1 to 8, 1 to 6 or 1 to 4 carbon    atoms, for example methoxymethyl, 2-methoxyethyl, ethoxymethyl,    3-methoxypropyl, 3-ethoxypropyl and the like.-   alkylthio: alkyl as defined above which is attached via a sulfur    atom.-   haloalkylthio: haloalkyl as defined above which is attached via a    sulfur atom.

According to one embodiment of the present invention, group B) ofcompounds II is as follows:

B) carboxamides

-   -   carboxanilides: benalaxyl, benalaxyl-M, benodanil, carboxin,        fenfuram, fenhexamid, flutolanil, furametpyr, isopyrazam,        isotianil, kiralaxyl, mepronil, metalaxyl, metalaxyl-M        (mefenoxam), ofurace, oxadixyl, oxycarboxin, tecloftalam,        thifluzamide, tiadinil,        2-amino-4-methyl-thiazole-5-carboxanilide,        2-chloro-N-(1,1,3-trimethyl-indan-4-yl)-nicotinamide,        N-[2-(1,1,2,3,3,3-hexafluoropropoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-[2-(1,1,2,2-tetrafluoroethoxy)-phenyl]-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(2-(1,3-dimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,        N-(2-(1,3,3-trimethyl-butyl)-phenyl)-1,3-dimethyl-5-fluoro-1H-pyrazole-4-carboxamide,        N-(2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(cis-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-(trans-2-bicyclopropyl-2-yl-phenyl)-3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxamide,        N-[1,2,3,4-tetrahydro-9-(1-methylethyl)-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide;    -   carboxylic morpholides: dimethomorph, flumorph;    -   benzoic acid amides: flumetover, fluopicolde, fluopyram,        zoxamide,        N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-formylamino-2-hydroxybenzamide;    -   other carboxamides: carpropamid, dicyclomet, mandiproamid,        oxytetracyclin, silthiofarm and        N-(6-methoxy-pyridin-3-yl)cyclopropanecarboxylic acid amide;

According to the present invention, it may be preferred that thecompositions comprise as compound II a compound that is selected fromthe group A), C), D), E), F) and G).

According to another embodiment of the invention, the compositionscomprise as compound II a compound that is selected from the group H).

According to still another embodiment of the invention, the compositionscomprise as compound II a compound that is selected from the group I).

According to the present invention, compositions comprising as compoundII a compound of group A (strobilurins), in particular selected frompyraclostrobin, azoxystrobin, picoxystrobin, trifloxystrobin,enestroburin and pyribencarb, and specifically selected frompyraclostrobin, azoxystrobin and picoxystrobin, are preferred.

According to still another embodiment of the present invention,compositions comprising as compound II a compound of group B(carboxamides), in particular selected from isopyrazam, fluopicolide,fluopyram, mandiproamid, amisulbrom, flutolanil, mepronil, metalaxyl,oxadixyl, benalaxyl, ofurace, flumorph, dimethomorph, flumetover andfenhexamid, are preferred.

According to still another embodiment of the present invention,compositions comprising as compound II a compound of group C (azoles),in particular selected from benomyl, carbendazim, thiabendazole,simeconazole, imazalil, myclobutanil, bitertanol, metconazole,triflumizole, difenoconazole, triadimefon, flusilazole, triadimenol,tebuconazol, bromuconazole, cyproconazole and prothioconazole, arepreferred.

According to still another embodiment of the present invention,compositions comprising as compound II a compound of group D(heterocyclic compounds), in particular selected from3-[5-(4-Chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine,famoxadone, fenamidone, fenarimol, nuarimol, bupirimate, folpet andcaptan, are preferred.

According to still another embodiment of the present invention,compositions comprising as compound II a compound of group E(carbamates), in particular selected from mancozeb, maneb, metiram,thiram, zineb, propineb, ziram, iprovalicarb, valiphenal andbenthiavalicarb and specifically selected from propineb, are preferred.

According to still another embodiment of the present invention,compositions comprising as compound II a compound of group F (otheractive substances), in particular selected from cymoxanil,thiophanate-methyl, fosetyl, fosetyl-aluminum, chlorothalonil anddodine, and specifically selected from fosetyl, fosetyl-aluminum andchlorothalonil, are preferred.

Specific embodiments of the inventive compositions are the followingsynergistic compositions E1) to E64):

-   E1) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and pyraclostrobin.-   E2) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and azoxystrobin.-   E3) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and trifloxystrobin.-   E4) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and enestroburin.-   E5) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and pyribencarb.-   E6) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and isopyrazam.-   E7) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and fluopicolide.-   E8) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and fluopyram.-   E9) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and ethaboxam.-   E10) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and mandipropamid.-   E11) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and amisulbrom.-   E12) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and    3-[5-(4-Chloro-phenyl)-2,3-dimethyl-isoxazolidin-3-yl]-pyridine.-   E13) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and cyazofamid.-   E14) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and famoxadone.-   E15) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and fenamidone.-   E16) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and mancozeb.-   E17) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and maneb.-   E18) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and metiram.-   E19) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and thiram.-   E20) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and zineb.-   E21) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and propineb.-   E22) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and ziram.-   E23) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and flutolanil.-   E24) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and mepronil.-   E25) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and metalaxyl.-   E26) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and oxadixyl.-   E27) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and benalaxyl.-   E28) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and ofurace.-   E29) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and cymoxanil.-   E30) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and benomyl.-   E31) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and thiophanate-methyl.-   E32) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and carbendazim.-   E33) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and thiabendazol.-   E34) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and simeconazole.-   E35) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and imazalil.-   E36) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and fenarimol.-   E37) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and myclobutanil.-   E38) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and bitertanol.-   E39) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and metconazol.-   E40) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and triflumizole.-   E41) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and nuarimol.-   E42) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and difenoconazole.-   E43) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and triadimefon.-   E44) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and flusilazol.-   E45) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and triadimenol.-   E46) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and tebuconazol.-   E47) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and bromuconazol.-   E48) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and cyproconazol.-   E49) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and prothioconazol.-   E50) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and iprovalicarb.-   E51) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and valiphenal.-   E52) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and flumorph.-   E53) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and dimethomorph.-   E54) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and benthiavalicarb.-   E55) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and flumetover.-   E56) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and fenhexamid.-   E57) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and zoxamide.-   E58) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and ethaboxam.-   E59) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and fosetyl.-   E60) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and chlorothalonil.-   E61) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and bupirimate.-   E62) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and dodine.-   E63) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and folpet.-   E64) Synergistic composition of    5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioic    acid S-allyl ester and captan.

A further aspect of the present invention is a composition,comprising 1) as compound I5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioicacid S-allyl ester and 2) at least one active compound II selected fromprocymidone, iprodione and vinclozolin in a synergistically effectiveamount.

In still a further aspect the present invention relates to acomposition, comprising 1) as compound I5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioicacid S-allyl ester and 2) at least one active compound II selected fromfluazinam, fludioxinil, pyrimethanil, cyprodinil, diethofencarb,mepanipyrim, penthiopyrad and boscalid, and specifically selected fromcyprodinil, in a synergistically effective amount.

The compositions according to the invention are suitable as fungicides.They are distinguished by an outstanding effectiveness against a broadspectrum of phytopathogenic fungi, including soil-borne fungi, whichderive especially from the classes of the Plasmodiophoromycetes,Peronosporomycetes (syn. Oomycetes), Chytridiomycetes, Zygomycetes,Ascomycetes, Basidiomycetes and Deuteromycetes (syn. Fungi imperfecti).Some are systemically effective and they can be used in crop protectionas foliar fungicides, fungicides for seed dressing and soil fungicides.Moreover, they are suitable for controlling harmful fungi, which interalia occur in wood or roots of plants.

The compositions according to the invention are particularly importantin the control of a multitude of phytopathogenic fungi on variouscultivated plants, such as cereals, e.g. wheat, rye, barley, triticale,oats or rice; beet, e.g. sugar beet or fodder beet; fruits, such aspomes, stone fruits or soft fruits, e.g. apples, pears, plums, peaches,almonds, cherries, strawberries, raspberries, blackberries orgooseberries; leguminous plants, such as lentils, peas, alfalfa orsoybeans; oil plants, such as rape, mustard, olives, sunflowers,coconut, cocoa beans, castor oil plants, oil palms, ground nuts orsoybeans; cucurbits, such as squashes, cucumber or melons; fiber plants,such as cotton, flax, hemp or jute; citrus fruit, such as oranges,lemons, grapefruits or mandarins; vegetables, such as spinach, lettuce,asparagus, cabbages, carrots, onions, tomatoes, potatoes, cucurbits orpaprika; lauraceous plants, such as avocados, cinnamon or camphor;energy and raw material plants, such as corn, soybean, rape, sugar caneor oil palm; corn; tobacco; nuts; coffee; tea; bananas; vines (tablegrapes and grape juice grape vines); hop; turf; natural rubber plants orornamental and forestry plants, such as flowers, shrubs, broad-leavedtrees or evergreens, e.g. conifers; and on the plant propagationmaterial, such as seeds, and the crop material of these plants.

Preferably the inventive compositions are used for controlling amultitude of fungi on field crops, such as potatoes, sugar beets,tobacco, wheat, rye, barley, oats, rice, corn, cotton, soybeans, rape,legumes, sunflowers, coffee or sugar cane; fruits; vines; ornamentals;or vegetables, such as cucumbers, tomatoes, beans or squashes.

The term “plant propagation material” is to be understood to denote allthe generative parts of the plant such as seeds and vegetative plantmaterial such as cuttings and tubers (e.g. potatoes), which can be usedfor the multiplication of the plant. This includes seeds, roots, fruits,tubers, bulbs, rhizomes, shoots, sprouts and other parts of plants,including seedlings and young plants, which are to be transplanted aftergermination or after emergence from soil. These young plants may also beprotected before transplantation by a total or partial treatment byimmersion or pouring.

Preferably, treatment of plant propagation materials with the inventivecombination of compounds I and compounds II and compositions thereof,respectively, is used for controlling a multitude of fungi on cereals,such as wheat, rye, barley and oats; rice, corn, cotton and soybeans.

The term “cultivated plants” is to be understood as including plantswhich have been modified by breeding, mutagenesis or genetic engineeringincluding but not limiting to agricultural biotech products on themarket or in development (cf.http://www.bio.org/speeches/pubs/er/agri_products.asp). Geneticallymodified plants are plants, which genetic material has been so modifiedby the use of recombinant DNA techniques that under naturalcircumstances cannot readily be obtained by cross breeding, mutations ornatural recombination. Typically, one or more genes have been integratedinto the genetic material of a genetically modified plant in order toimprove certain properties of the plant. Such genetic modifications alsoinclude but are not limited to targeted post-transtional modification ofprotein(s), oligo- or polypeptides e.g. by glycosylation or polymeradditions such as prenylated, acetylated or farnesylated moieties or PEGmoieties.

Plants that have been modified by breeding, mutagenesis or geneticengineering, e.g. have been rendered tolerant to applications ofspecific classes of herbicides, such as hydroxyphenylpyruvatedioxygenase (HPPD) inhibitors; acetolactate synthase (ALS) inhibitors,such as sulfonyl ureas (see e.g. U.S. Pat. No. 6,222,100, WO 01/82685,WO 00/26390, WO 97/41218, WO 98/02526, WO 98/02527, WO 04/106529, WO05/20673, WO 03/14357, WO 03/13225, WO 03/14356, WO 04/16073) orimidazolinones (see e.g. U.S. Pat. No. 6,222,100, WO 01/82685, WO00/026390, WO 97/41218, WO 98/002526, WO 98/02527, WO 04/106529, WO05/20673, WO 03/014357, WO 03/13225, WO 03/14356, WO 04/16073);enolpyruvylshikimate-3-phosphate synthase (EPSPS) inhibitors, such asglyphosate (see e.g. WO 92/00377); glutamine synthetase (GS) inhibitors,such as glufosinate (see e.g. EP-A 242 236, EP-A 242 246) or oxynilherbicides (see e.g. U.S. Pat. No. 5,559,024) as a result ofconventional methods of breeding or genetic engineering. Severalcultivated plants have been rendered tolerant to herbicides byconventional methods of breeding (mutagenesis), e.g. Clearfield® summerrape (Canola, BASF SE, Germany) being tolerant to imidazolinones, e.g.imazamox. Genetic engineering methods have been used to rendercultivated plants such as soybean, cotton, corn, beets and rape,tolerant to herbicides such as glyphosate and glufosinate, some of whichare commercially available under the trade names RoundupReady®(glyphosate-tolerant, Monsanto, U.S.A.) and LibertyLink®(glufosinatetolerant, Bayer CropScience, Germany).

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more insecticidal proteins,especially those known from the bacterial genus Bacillus, particularlyfrom Bacillus thuringiensis, such as δ-endotoxins, e.g. CryIA(b),CryIA(c), CryIF, CryIF(a2), CryIIA(b), CryIIIA, CryIIIB(b1) or Cry9c;vegetative insecticidal proteins (VIP), e.g. VIP1, VIP2, VIP3 or VIP3A;insecticidal proteins of bacteria colonizing nematodes, e.g.Photorhabdus spp. or Xenorhabdus spp.; toxins produced by animals, suchas scorpion toxins, arachnid toxins, wasp toxins, or otherinsect-specific neurotoxins; toxins produced by fungi, suchStreptomycetes toxins, plant lectins, such as pea or barley lectins;agglutinins; proteinase inhibitors, such as trypsin inhibitors, serineprotease inhibitors, patatin, cystatin or papain inhibitors;ribosome-inactivating proteins (RIP), such as ricin, maize-RIP, abrin,luffin, saporin or bryodin; steroid metabolism enzymes, such as3-hydroxysteroid oxidase, ecdysteroid-IDP-glycosyl-transferase,cholesterol oxidases, ecdysone inhibitors or HMG-CoA-reductase; ionchannel blockers, such as blockers of sodium or calcium channels;juvenile hormone esterase; diuretic hormone receptors (helicokininreceptors); stilben synthase, bibenzyl synthase, chitinases orglucanases. In the context of the present invention these insecticidalproteins or toxins are to be understood expressly also as pre-toxins,hybrid proteins, truncated or otherwise modified proteins. Hybridproteins are characterized by a new combination of protein domains,(see, e.g. WO 02/015701). Further examples of such toxins or geneticallymodified plants capable of synthesizing such toxins are disclosed, e.g.,in EP-A 374 753, WO 93/007278, WO 95/34656, EP-A 427 529, EP-A 451 878,WO 03/18810 and WO 03/52073. The methods for producing such geneticallymodified plants are generally known to the person skilled in the art andare described, e.g. in the publications mentioned above. Theseinsecticidal proteins contained in the genetically modified plantsimpart to the plants producing these proteins tolerance to harmful pestsfrom all taxonomic groups of athropods, especially to beetles(Coeloptera), two-winged insects (Diptera), and moths (Lepidoptera) andto nematodes (Nematoda). Genetically modified plants capable tosynthesize one or more insecticidal proteins are, e.g., described in thepublications mentioned above, and some of which are commerciallyavailable such as YieldGard® (corn cultivars producing the Cry1Abtoxin), YieldGard® Plus (corn cultivars producing Cry1Ab and Cry3Bb1toxins), Starlink® (corn cultivars producing the Cry9c toxin), Herculex®RW (corn cultivars producing Cry34Ab1, Cry35Ab1 and the enzymePhosphinothricin-N-Acetyltransferase [PAT]); NuCOTN® 33B (cottoncultivars producing the Cry1Ac toxin), Bollgard® I (cotton cultivarsproducing the Cry1Ac toxin), Bollgard® II (cotton cultivars producingCry1Ac and Cry2Ab2 toxins); VIPCOT® (cotton cultivars producing aVIP-toxin); NewLeaf® (potato cultivars producing the Cry3A toxin);Bt-Xtra®, NatureGard®, KnockOut®, BiteGard®, Protecta®, Bt11 (e.g.Agrisure® CB) and Bt176 from Syngenta Seeds SAS, France, (corn cultivarsproducing the Cry1Ab toxin and PAT enyzme), MIR604 from Syngenta SeedsSAS, France (corn cultivars producing a modified version of the Cry3Atoxin, c.f. WO 03/018810), MON 863 from Monsanto Europe S.A., Belgium(corn cultivars producing the Cry3Bb1 toxin), IPC 531 from MonsantoEurope S.A., Belgium (cotton cultivars producing a modified version ofthe Cry1Ac toxin) and 1507 from Pioneer Overseas Corporation, Belgium(corn cultivars producing the Cry1F toxin and PAT enzyme).

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more proteins to increasethe resistance or tolerance of those plants to bacterial, viral orfungal pathogens. Examples of such proteins are the so-called“pathogenesis-related proteins” (PR proteins, see, e.g. EP-A 392 225),plant disease resistance genes (e.g. potato cultivars, which expressresistance genes acting against Phytophthora infestans derived from themexican wild potato Solanum bulbocastanum) or T4-lysozym (e.g. potatocultivars capable of synthesizing these proteins with increasedresistance against bacteria such as Erwinia amylvora). The methods forproducing such genetically modified plants are generally known to theperson skilled in the art and are described, e.g. in the publicationsmentioned above.

Furthermore, plants are also covered that are by the use of recombinantDNA techniques capable to synthesize one or more proteins to increasethe productivity (e.g. bio mass production, grain yield, starch content,oil content or protein content), tolerance to drought, salinity or othergrowth-limiting environmental factors or tolerance to pests and fungal,bacterial or viral pathogens of those plants.

Furthermore, plants are also covered that contain by the use ofrecombinant DNA techniques a modified amount of substances of content ornew substances of content, specifically to improve human or animalnutrition, e.g. oil crops that produce health-promoting long-chainomega-3 fatty acids or unsaturated omega-9 fatty acids (e.g. Nexera®rape, DOW Agro Sciences, Canada).

Furthermore, plants are also covered that contain by the use ofrecombinant DNA techniques a modified amount of substances of content ornew substances of content, specifically to improve raw materialproduction, e.g. potatoes that produce increased amounts of amylopectin(e.g. Amflora® potato, BASF SE, Germany).

The inventive compositions are particularly suitable for controlling thefollowing plant diseases:

-   -   Albugo spp. (white rust) on ornamentals, vegetables (e.g. A.        candida) and sunflowers (e.g. A. tragopogonis);    -   Alternaria spp. (Alternaria leaf spot) on vegetables, rape (A.        brassicola or brassi-cae), sugar beets (A. tenuis), fruits,        rice, soybeans, potatoes (e.g. A. solani or A. alternate),        tomatoes (e.g. A. solani or A. alternate) and wheat;    -   Aphanomyces spp. on sugar beets and vegetables;    -   Ascochyta spp. on cereals and vegetables, e.g. A. tritici        (anthracnose) on wheat and A. hordei on barley;    -   Bipolaris and Drechslera spp. (teleomorph: Cochliobolus spp.) on        corn (e.g. D. maydis), cereals (e.g. B. sorokiniana: spot        blotch), rice (e.g. B. oryzae) and turfs;    -   Blumeria (formerly Erysiphe) graminis (powdery mildew) on        cereals (e.g. on wheat or barley);    -   Botrytis cinerea (teleomorph: Botryotinia fuckeliana: grey mold)        on fruits and berries (e.g. strawberries), vegetables (e.g.        lettuce, carrots, celery and cabbages), rape, flowers, vines,        forestry plants and wheat;    -   Bremia lactucae (downy mildew) on lettuce;    -   Ceratocystis (syn. Ophiostoma) spp. (rot or wilt) on        broad-leaved trees and evergreens, e.g. C. ulmi (Dutch elm        disease) on elms;    -   Cercospora spp. (Cercospora leaf spots) on corn, rice, sugar        beets (e.g. C. beticola), sugar cane, vegetables, coffee,        soybeans (e.g. C. sojina or C. kikuchil) and rice;    -   Cladosporium spp. on tomatoes (e.g. C. fulvum: leaf mold) and        cereals, e.g. C. herbarum (black ear) on wheat;    -   Claviceps purpurea (ergot) on cereals;    -   Cochliobolus (anamorph: Helminthosporium of Bipolaris) spp.        (leaf spots) on corn (C. carbonum), cereals (e.g. C. sativus,        anamorph: B. sorokiniana) and rice (e.g. C. miyabeanus,        anamorph: H. oryzae);    -   Colletotrichum (teleomorph: Glomerella) spp. (anthracnose) on        cotton (e.g. C. gossypii), corn (e.g. C. graminicola), soft        fruits, potatoes (e.g. C. coccodes: black dot), beans (e.g. C.        lindemuthianum) and soybeans (e.g. C. truncatum or C.        gloeosporioides);    -   Corticium spp., e.g. C. sasakii (sheath blight) on rice;    -   Corynespora cassiicola (leaf spots) on soybeans and ornamentals;    -   Cycloconium spp., e.g. C. oleaginum on olive trees;    -   Cylindrocarpon spp. (e.g. fruit tree canker or young vine        decline, teleomorph: Nectria or Neonectria spp.) on fruit trees,        vines (e.g. C. liriodendri, teleomorph: Neonectria liriodendri:        Black Foot Disease) and ornamentals;    -   Dematophora (teleomorph: Rosellinia) necatrix (root and stem        rot) on soybeans; Diaporthe spp., e.g. D. phaseolorum (damping        off) on soybeans;    -   Drechslera (syn. Helminthosporium, teleomorph: Pyrenophora) spp.        on corn, cereals, such as barley (e.g. D. teres, net blotch) and        wheat (e.g. D. tritici-repentis: tan spot), rice and turf;    -   Esca (dieback, apoplexy) on vines, caused by Formitiporia (syn.        Phellinus) punctata, F. mediterranea, Phaeomoniella        chlamydospora (earlier Phaeoacremonium chlamydosporum),        Phaeoacremonium aleophilum and/or Botryosphaeria obtuse; Elsinoe        spp. on pome fruits (E. pyri), soft fruits (E. veneta:        anthracnose) and vines (E. ampeline: anthracnose);    -   Entyloma oryzae (leaf smut) on rice;    -   Epicoccum spp. (black mold) on wheat;    -   Erysiphe spp. (powdery mildew) on sugar beets (E. betae),        vegetables (e.g. E. pisi), such as cucurbits (e.g. E.        cichoracearum), cabbages, rape (e.g. E. cruciferarum);    -   Eutypa lata (Eutypa canker or dieback, anamorph: Cytosporina        lata, syn. Libertella blepharis) on fruit trees, vines and        ornamental woods;    -   Exserohilum (syn. Helminthosporium) spp. on corn (e.g. E.        turcicum);    -   Fusarium (teleomorph: Gibberella) spp. (wilt, root or stem rot)        on various plants, such as F. graminearum or F. culmorum (root        rot, scab or head blight) on cereals (e.g. wheat or barley), F.        oxysporum on tomatoes, F. solani on soybeans and F.        verticillioides on corn;    -   Gaeumannomyces graminis (take-all) on cereals (e.g. wheat or        barley) and corn;    -   Gibberella spp. on cereals (e.g. G. zeae) and rice (e.g. G.        fujikuroi: Bakanae disease);    -   Glomerella cingulata on vines, pome fruits and other plants        and G. gossypii on cotton;    -   Grainstaining complex on rice;    -   Guignardia bidwellii (black rot) on vines;    -   Gymnosporangium spp. on rosaceous plants and junipers, e.g. G.        sabinae (rust) on pears;    -   Helminthosporium spp. (syn. Drechslera, teleomorph:        Cochliobolus) on corn, cereals and rice;    -   Hemileia spp., e.g. H. vastatrix (coffee leaf rust) on coffee;    -   Isariopsis clavispora (syn. Cladosporium vitis) on vines;    -   Macrophomina phaseolina (syn. phaseoli) (root and stem rot) on        soybeans and cotton;    -   Microdochium (syn. Fusarium) nivale (pink snow mold) on cereals        (e.g. wheat or barley);    -   Microsphaera diffusa (powdery mildew) on soybeans;    -   Monilinia spp., e.g. M. taxa, M. fructicola and M. fructigena        (bloom and twig blight, brown rot) on stone fruits and other        rosaceous plants;    -   Mycosphaerella spp. on cereals, bananas, soft fruits and ground        nuts, such as e.g. M. graminicola (anamorph: Septoria tritici,        Septoria blotch) on wheat or M. fijiensis (black Sigatoka        disease) on bananas;    -   Peronospora spp. (downy mildew) on cabbage (e.g. P. brassicae),        rape (e.g. P. parasitica), onions (e.g. P. destructor), tobacco        (P. tabacina) and soybeans (e.g. P. manshurica);    -   Phakopsora pachyrhizi and P. meibomiae (soybean rust) on        soybeans;    -   Phialophora spp. e.g. on vines (e.g. P. tracheiphila and P.        tetraspora) and soybeans (e.g. P. gregata: stem rot);    -   Phoma lingam (root and stem rot) on rape and cabbage and P.        betae (root rot, leaf spot and damping-off) on sugar beets;    -   Phomopsis spp. on sunflowers, vines (e.g. P. viticola: can and        leaf spot) and soybeans (e.g. stem rot: P. phaseoli, teleomorph:        Diaporthe phaseolorum);    -   Physoderma maydis (brown spots) on corn;    -   Phytophthora spp. (wilt, root, leaf, fruit and stem root) on        various plants, such as paprika and cucurbits (e.g. P. capsid),        soybeans (e.g. P. megasperma, syn. P. sojae), potatoes and        tomatoes (e.g. P. infestans: late blight) and broad-leaved trees        (e.g. P. ramorum: sudden oak death);    -   Plasmodiophora brassicae (club root) on cabbage, rape, radish        and other plants; Plasmopara spp., e.g. P. viticola (grapevine        downy mildew) on vines and P. halstedii on sunflowers;    -   Podosphaera spp. (powdery mildew) on rosaceous plants, hop, pome        and soft fruits, e.g. P. leucotricha on apples;    -   Polymyxa spp., e.g. on cereals, such as barley and wheat (P.        graminis) and sugar beets (P. betae) and thereby transmitted        viral diseases;    -   Pseudocercosporella herpotrichoides (eyespot, teleomorph:        Tapesia yallundae) on cereals, e.g. wheat or barley;    -   Pseudoperonospora (downy mildew) on various plants, e.g. P.        cubensis on cucurbits or P. humili on hop;    -   Pseudopezicula tracheiphila (red fire disease or, rotbrenner',        anamorph: Phialophora) on vines;    -   Puccinia spp. (rusts) on various plants, e.g. P. triticina        (brown or leaf rust), P. striiformis (stripe or yellow rust), P.        hordei (dwarf rust), P. graminis (stem or black rust) or P.        recondita (brown or leaf rust) on cereals, such as e.g. wheat,        barley or rye, and asparagus (e.g. P. asparagi);    -   Pyrenophora (anamorph: Drechslera) tritici-repentis (tan spot)        on wheat or P. teres (net blotch) on barley;    -   Pyricularia spp., e.g. P. oryzae (teleomorph: Magnaporthe        grisea, rice blast) on rice and P. grisea on turf and cereals;    -   Pythium spp. (damping-off) on turf, rice, corn, wheat, cotton,        rape, sunflowers, soybeans, sugar beets, vegetables and various        other plants (e.g. P. ultimum or P. aphanidermatum);    -   Ramularia spp., e.g. R. collo-cygni (Ramularia leaf spots,        Physiological leaf spots) on barley and R. beticola on sugar        beets;    -   Rhizoctonia spp. on cotton, rice, potatoes, turf, corn, rape,        potatoes, sugar beets, vegetables and various other plants,        e.g. R. solani (root and stem rot) on soybeans, R. solani        (sheath blight) on rice or R. cerealis (Rhizoctonia spring        blight) on wheat or barley;    -   Rhizopus stolonifer (black mold, soft rot) on strawberries,        carrots, cabbage, vines and tomatoes;    -   Rhynchosporium secalis (scald) on barley, rye and triticale;    -   Sarocladium oryzae and S. attenuatum (sheath rot) on rice;    -   Sclerotinia spp. (stem rot or white mold) on vegetables and        field crops, such as rape, sunflowers (e.g. S. sclerotiorum) and        soybeans (e.g. S. rolfsii or S. sclerotiorum);    -   Septoria spp. on various plants, e.g. S. glycines (brown spot)        on soybeans, S. tritici (Septoria blotch) on wheat and S. (syn.        Stagonospora) nodorum (Stagonospora blotch) on cereals;    -   Uncinula (syn. Erysiphe) necator (powdery mildew, anamorph:        Oidium tuckeri) on vines;    -   Setospaeria spp. (leaf blight) on corn (e.g. S. turcicum, syn.        Helminthosporium turcicum) and turf;    -   Sphacelotheca spp. (smut) on corn, (e.g. S. reiliana: head        smut), sorghum and sugar cane;    -   Sphaerotheca fuliginea (powdery mildew) on cucurbits;    -   Spongospora subterranea (powdery scab) on potatoes and thereby        transmitted viral diseases;    -   Stagonospora spp. on cereals, e.g. S. nodorum (Stagonospora        blotch, teleomorph: Leptosphaeria [syn. Phaeosphaeria] nodorum)        on wheat;    -   Synchytrium endobioticum on potatoes (potato wart disease);    -   Taphrina spp., e.g. T. deformans (leaf curl disease) on peaches        and T. pruni (plum pocket) on plums;    -   Thielaviopsis spp. (black root rot) on tobacco, pome fruits,        vegetables, soybeans and cotton, e.g. T. basicola (syn. Chalara        elegans);    -   Tilletia spp. (common bunt or stinking smut) on cereals, such as        e.g. T. tritici (syn. T. caries, wheat bunt) and T. controversa        (dwarf bunt) on wheat;    -   Typhula incarnata (grey snow mold) on barley or wheat;    -   Urocystis spp., e.g. U. occulta (stem smut) on rye;    -   Uromyces spp. (rust) on vegetables, such as beans (e.g. U.        appendiculatus, syn. U. phaseoli) and sugar beets (e.g. U.        betae); Ustilago spp. (loose smut) on cereals (e.g. U. nuda        and U. avaenae), corn (e.g. U. maydis: corn smut) and sugar        cane;    -   Venturia spp. (scab) on apples (e.g. V. inaequalis) and pears;        and    -   Verticillium spp. (wilt) on various plants, such as fruits and        ornamentals, vines, soft fruits, vegetables and field crops,        e.g. V. dahliae on strawberries, rape, potatoes and tomatoes.

The inventive compositions are also suitable for controlling harmfulfungi in the protection of materials (e.g. wood, paper, paintdispersions, fiber or fabrics) and in the protection of stored products.As to the protection of wood and construction materials, the particularattention is paid to the following harmful fungi: Ascomycetes such asOphiostoma spp., Ceratocystis spp., Aureobasidium pullulans, Sclerophomaspp., Chaetomium spp., Humicola spp., PetrieIla spp., Trichurus spp.;Basidiomycetes such as Coniophora spp., Coriolus spp., Gloeophyllumspp., Lentinus spp., Pleurotus spp., Poria spp., Serpula spp. andTyromyces spp., Deuteromycetes such as Aspergillus spp., Cladosporiumspp., Penicillium spp., Trichorma spp., Alternaria spp., Paecilomycesspp. and Zygomycetes such as Mucor spp., and in addition in theprotection of stored products the following yeast fungi are worthy ofnote: Candida spp. and Saccharomyces cerevisae.

In particular, the compositions of the present invention are effectiveagainst plant pathogens in speciality crops such as vine, fruits, hop,vegetables and tabacco—see the above list.

Plant propagation materials may be treated with the compositions of theinvention prophylactically either at or before planting ortransplanting.

The present invention also relates to a pesticidal agent comprising atleast one solid or liquid carrier and a composition as described herein.

The compounds I and compounds II, their N-oxides and salts can beconverted into customary types of agrochemical compositions, e.g.solutions, emulsions, suspensions, dusts, powders, pastes and granules.The composition type depends on the particular intended purpose; in eachcase, it should ensure a fine and uniform distribution of the compoundaccording to the invention.

Examples for composition types are suspensions (SC, OD, FS), pastes,pastilles, wettable powders or dusts (WP, SP, SS, WS, DP, DS) orgranules (GR, FG, GG, MG), which can be water-soluble or wettable, aswell as gel formulations for the treatment of plant propagationmaterials such as seeds (GF).

Usually the composition types (e.g. SC, OD, FS, WG, SG, WP, SP, SS, WS,GF) are employed diluted. Composition types such as DP, DS, GR, FG, GGand MG are usually used undiluted.

The compositions are prepared in a known manner (cf. U.S. Pat. No.3,060,084, EP-A 707 445 (for liquid concentrates), Browning:“Agglomeration”, Chemical Engineering, Dec. 4, 1967, 147-48, Perry'sChemical Engineer's Handbook, 4th Ed., McGraw-Hill, New York, 1963, S.8-57 and ff. WO 91/13546, U.S. Pat. Nos. 4,172,714, 4,144,050,3,920,442, 5,180,587, 5,232,701, 5,208,030, GB 2,095,558, U.S. Pat. No.3,299,566, Klingman: Weed Control as a Science (J. Wiley & Sons, NewYork, 1961), Hance et al.: Weed Control Handbook (8th Ed., BlackwellScientific, Oxford, 1989) and Mollet, H. and Grubemann, A.: Formulationtechnology (Wiley VCH Verlag, Weinheim, 2001).

The agrochemical compositions may also comprise auxiliaries which arecustomary in agrochemical compositions. The auxiliaries used depend onthe particular application form and active substance, respectively.

Examples for suitable auxiliaries are solvents, solid carriers,dispersants or emulsifiers (such as further solubilizers, protectivecolloids, surfactants and adhesion agents), organic and anorganicthickeners, bactericides, anti-freezing agents, anti-foaming agents, ifappropriate colorants and tackifiers or binders (e.g. for seed treatmentformulations).

Suitable solvents are water, organic solvents such as mineral oilfractions of medium to high boiling point, such as kerosene or dieseloil, furthermore coal tar oils and oils of vegetable or animal origin,aliphatic, cyclic and aromatic hydrocarbons, e.g. toluene, xylene,paraffin, tetrahydronaphthalene, alkylated naphthalenes or theirderivatives, alcohols such as methanol, ethanol, propanol, butanol andcyclohexanol, glycols, ketones such as cyclohexanone andgamma-butyrolactone, fatty acid dimethylamides, fatty acids and fattyacid esters and strongly polar solvents, e.g. amines such asmethylpyrrolidone.

Solid carriers are mineral earths such as silicates, silica gels, talc,kaolins, limestone, lime, chalk, bole, loess, clays, dolomite,diatomaceous earth, calcium sulfate, magnesium sulfate, magnesium oxide,ground synthetic materials, fertilizers, such as, e.g., ammoniumsulfate, ammonium phosphate, ammonium nitrate, ureas, and products ofvegetable origin, such as cereal meal, tree bark meal, wood meal andnutshell meal, cellulose powders and other solid carriers.

Suitable surfactants (adjuvants, wtters, tackifiers, dispersants oremulsifiers) are alkali metal, alkaline earth metal and ammonium saltsof aromatic sulfonic acids, such as ligninsoulfonic acid (Borresperse®types, Borregard, Norway) phenolsulfonic acid, naphthalenesulfonic acid(Morwet® types, Akzo Nobel, U.S.A.), dibutylnaphthalene-sulfonic acid(Nekal® types, BASF, Germany), and fatty acids, alkylsulfonates,alkyl-arylsulfonates, alkyl sulfates, laurylether sulfates, fattyalcohol sulfates, and sulfated hexa-, hepta- and octadecanolates,sulfated fatty alcohol glycol ethers, furthermore condensates ofnaphthalene or of naphthalenesulfonic acid with phenol andformal-dehyde, polyoxy-ethylene octylphenyl ether, ethoxylatedisooctylphenol, octylphenol, nonylphenol, alkylphenyl polyglycol ethers,tributylphenyl polyglycol ether, tristearyl-phenyl polyglycol ether,alkylaryl polyether alcohols, alcohol and fatty alcohol/ethylene oxidecondensates, ethoxylated castor oil, polyoxyethylene alkyl ethers,ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal,sorbitol esters, lignin-sulfite waste liquors and proteins, denaturedproteins, polysaccharides (e.g. methylcellulose), hydrophobicallymodified starches, polyvinyl alcohols (Mowiol® types, Clariant,Switzerland), polycarboxylates (Sokolan® types, BASF, Germany),polyalkoxylates, polyvinyl-amines (Lupasol® types, BASF, Germany),polyvinylpyrrolidone and the copolymers thereof.

Examples for thickeners (i.e. compounds that impart a modifiedflowability to compositions, i.e. high viscosity under static conditionsand low viscosity during agitation) are polysaccharides and organic andanorganic clays such as Xanthan gum (Kelzan®, CP Kelco, U.S.A.),Rhodopol® 23 (Rhodia, France), Veegum® (R.T. Vanderbilt, U.S.A.) orAttaclay® (Engelhard Corp., NJ, USA).

Bactericides may be added for preservation and stabilization of thecomposition. Examples for suitable bactericides are those based ondichlorophene and benzylalcohol hemi formal (Proxel® from ICI orActicide® RS from Thor Chemie and Kathon® MK from Rohm & Haas) andisothiazolinone derivatives such as alkylisothiazolinones andbenzisothiazolinones (Acticide® MBS from Thor Chemie).

Examples for suitable anti-freezing agents are ethylene glycol,propylene glycol, urea and glycerin.

Examples for anti-foaming agents are silicone emulsions (such as e.g.Silikon® SRE, Wacker, Germany or Rhodorsil®, Rhodia, France), long chainalcohols, fatty acids, salts of fatty acids, fluoroorganic compounds andmixtures thereof.

Suitable colorants are pigments of low water solubility andwater-soluble dyes. Examples to be mentioned and the designationsrhodamin B, C. I. pigment red 112, C. I. solvent red 1, pigment blue15:4, pigment blue 15:3, pigment blue 15:2, pigment blue 15:1, pigmentblue 80, pigment yellow 1, pigment yellow 13, pigment red 112, pigmentred 48:2, pigment red 48:1, pigment red 57:1, pigment red 53:1, pigmentorange 43, pigment orange 34, pigment orange 5, pigment green 36,pigment green 7, pigment white 6, pigment brown 25, basic violet 10,basic violet 49, acid red 51, acid red 52, acid red 14, acid blue 9,acid yellow 23, basic red 10, basic red 108.

Examples for tackifiers or binders are polyvinylpyrrolidons,polyvinylacetates, polyvinyl alcohols and cellulose ethers (Tylose®,Shin-Etsu, Japan).

Powders, materials for spreading and dusts can be prepared by mixing orconcomitantly grinding the compounds I and compounds II with at leastone solid carrier.

Granules, e.g. coated granules, impregnated granules and homogeneousgranules, can be prepared by binding the active substances to solidcarriers. Examples of solid carriers are mineral earths such as silicagels, silicates, talc, kaolin, attaclay, limestone, lime, chalk, bole,loess, clay, dolomite, diatomaceous earth, calcium sulfate, magnesiumsulfate, magnesium oxide, ground synthetic materials, fertilizers, suchas, e.g., ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas,and products of vegetable origin, such as cereal meal, tree bark meal,wood meal and nutshell meal, cellulose powders and other solid carriers.

Examples for Composition Types are:

1. Composition Types for Dilution with Water

-   -   i) Water-soluble concentrates (SL, LS)    -   10 parts by weight of active compound(s) are dissolved in 90        parts by weight of water or in a water-soluble solvent. As an        alternative, wetting agents or other auxiliaries are added. The        active substance dissolves upon dilution with water. In this        way, a composition having a content of 10% by weight of active        substance is obtained.    -   ii) Dispersible Concentrates (DC)    -   20 parts by weight of active compound(s) are dissolved in 70        parts by weight of cyclohexanone with addition of 10 parts by        weight of a dispersant, e.g. polyvinylpyrrolidone. Dilution with        water gives a dispersion. The active substance content is 20% by        weight.    -   iii) Emulsifiable Concentrates (EC)    -   15 parts by weight of a of active compound(s) are dissolved in        75 parts by weight of xylene with addition of calcium        dodecylbenzenesulfonate and castor oil ethoxylate (in each case        5 parts by weight). Dilution with water gives an emulsion. The        composition has an active substance content of 15% by weight.    -   iv)Emulsions (EW, EO, ES)    -   25 parts by weight of a of active compound(s) are dissolved in        35 parts by weight of xylene with addition of calcium        dodecylbenzenesulfonate and castor oil ethoxylate (in each case        5 parts by weight). This mixture is introduced into 30 parts by        weight of water by means of an emulsifying machine (Ultraturrax)        and made into a homogeneous emulsion. Dilution with water gives        an emulsion. The composition has an active substance content of        25% by weight.    -   v) Suspensions (SC, OD, FS)    -   In an agitated ball mill, 20 parts by weight of active        compound(s) are comminuted with addition of 10 parts by weight        of dispersants and wetting agents and 70 parts by weight of        water or an organic solvent to give a fine active substance        suspension. Dilution with water gives a stable suspension of the        active substance. The active substance content in the        composition is 20% by weight.    -   vi) Water-Dispersible Granules and Water-Soluble Granules (WG,        SG)    -   50 parts by weight of active compound(s) are ground finely with        addition of 50 parts by weight of dispersants and wetting agents        and prepared as water-dispersible or water-soluble granules by        means of technical appliances (e.g. extrusion, spray tower,        fluidized bed). Dilution with water gives a stable dispersion or        solution of the active substance. The composition has an active        substance content of 50% by weight.    -   vii) Water-Dispersible Powders and Water-Soluble Powders (WP,        SP, SS, WS)    -   75 parts by weight of active compound(s) are ground in a        rotor-stator mill with addition of 25 parts by weight of        dispersants, wetting agents and silica gel. Dilution with water        gives a stable dispersion or solution of the active substance.        The active substance content of the composition is 75% by        weight.    -   viii) Gel (GF)    -   In an agitated ball mill, 20 parts by weight of active        compound(s) are comminuted with addition of 10 parts by weight        of dispersants, 1 part by weight of a gelling agent wetters and        70 parts by weight of water or of an organic solvent to give a        fine suspension of the active substance. Dilution with water        gives a stable suspension of the active substance, whereby a        composition with 20% (w/w) of active substance is obtained.        2. Composition Types to be Applied Undiluted    -   ix)Dustable Powders (DP, DS)    -   5 parts by weight of active compound(s) are ground finely and        mixed intimately with 95 parts by weight of finely divided        kaolin. This gives a dustable composition having an active        substance content of 5% by weight.    -   x) Granules (GR, FG, GG, MG)    -   0.5 parts by weight of active compound(s) is ground finely and        associated with 99.5 parts by weight of carriers. Current        methods are extrusion, spray-drying or the fluidized bed. This        gives granules to be applied undiluted having an active        substance content of 0.5% by weight.    -   xi) ULV Solutions (UL)    -   10 parts by weight of active compound(s) are dissolved in 90        parts by weight of an organic solvent, e.g. xylene. This gives a        composition to be applied undiluted having an active substance        content of 10% by weight.

The agrochemical compositions generally comprise between 0.01 and 95%,preferably between 0.1 and 90%, most preferably between 0.5 and 90%, byweight of active substance. The active substances are employed in apurity of from 90% to 100%, preferably from 95% to 100% (according toNMR spectrum).

Water-soluble concentrates (LS), flowable concentrates (FS), powders fordry treatment (DS), water-dispersible powders for slurry treatment (WS),water-soluble powders (SS), emulsions (ES) emulsifiable concentrates(EC) and gels (GF) are usually employed for the purposes of treatment ofplant propagation materials, particularly seeds. These compositions canbe applied to plant propagation materials, particularly seeds, dilutedor undiluted. The compositions in question give, after two-to-tenfolddilution, active substance concentrations of from 0.01 to 60% by weight,preferably from 0.1 to 40% by weight, in the ready-to-use preparations.Application can be carried out before sowing. Methods for applying ortreating agrochemical compounds and compositions thereof, respectively,on to plant propagation material, especially seeds, are known in theart, and include dressing, coating, pelleting, dusting and soakingapplication methods of the propagation material. In a preferredembodiment, the compounds or the compositions thereof, respectively, areapplied on to the plant propagation material by a method such thatgermination is not induced, e.g. by seed dressing, pelleting, coatingand dusting.

In a preferred embodiment, a suspension-type (FS) composition is usedfor seed treatment. Typically, a FS composition may comprise 1-800 g/lof active substance, 1-200 g/l Surfactant, 0 to 200 g/l antifreezingagent, 0 to 400 g/l of binder, 0 to 200 g/l of a pigment and up to 1liter of a solvent, preferably water.

The active substances can be used as such or in the form of theircompositions, e.g. in the form of directly sprayable solutions, powders,suspensions, dispersions, emulsions, oil dispersions, pastes, dustableproducts, materials for spreading, or granules, by means of spraying,atomizing, dusting, spreading, brushing, immersing or pouring. Theapplication forms depend entirely on the intended purposes; it isintended to ensure in each case the finest possible distribution of theactive substances according to the invention.

Aqueous application forms can be prepared from emulsion concentrates,pastes or wettable powders (sprayable powders, oil dispersions) byadding water. To prepare emulsions, pastes or oil dispersions, thesubstances, as such or dissolved in an oil or solvent, can behomogenized in water by means of a wetter, tackifier, dispersant oremulsifier. Alternatively, it is possible to prepare concentratescomposed of active substance, wetter, tackifier, dispersant oremulsifier and, if appropriate, solvent or oil, and such concentratesare suitable for dilution with water.

The active substance concentrations in the ready-to-use preparations canbe varied within relatively wide ranges. In general, they are from0.0001 to 10%, preferably from 0.001 to 1% by weight of activesubstance.

The active substances may also be used successfully in theultra-low-volume process (ULV), it being possible to apply compositionscomprising over 95% by weight of active substance, or even to apply theactive substance without additives.

When employed in plant protection, the amounts applied are, depending onthe kind of effect desired, between 0.01 and 2.0 kg of active substanceper ha.

In treatment of plant propagation materials such as seeds, e.g. bydusting, coating or drenching seed, amounts of active substance of from1 to 1000 g, preferably from 5 to 100 g, per 100 kilogram of seed aregenerally required.

When used in the protection of materials or stored products, the amountof active substance applied depends on the kind of application area andon the desired effect. Amounts customarily applied in the protection ofmaterials are, e.g., 0.001 g to 2 kg, preferably 0.005 g to 1 kg, ofactive substance per cubic meter of treated material.

Various types of oils, wetters, adjuvants, herbicides, bactericides,other fungicides and/or pesticides may be added to the active substancesor the compositions comprising them, if appropriate not untilimmediately prior to use (tank mix). These agents can be admixed withthe compositions according to the invention in a weight ratio of 1:100to 100:1, preferably 1:10 to 10:1.

Adjuvants which can be used are in particular organic modifiedpolysiloxanes such as Break Thru S 240®; alcohol alkoxylates such asAtplus 245®, Atplus MBA 1303®, Plurafac LF 300® and Lutensol ON 30®;EO/PO block polymers, e.g. Pluronic RPE 2035® and Genapol B®; alcoholethoxylates such as Lutensol XP 80®; and dioctyl sulfosuccinate sodiumsuch as Leophen RA®.

The compositions according to the invention can, in the use form asfungicides, also be present together with other active substances, e.g.with herbicides, insecticides, growth regulators, fungicides or elsewith fertilizers, as pre-mix or, if appropriate, not until immediatelyprior to use (tank mix).

According to this invention, applying the compounds I together with acompound II is to be understood to denote, that at least one compound Iand at least one compound II occur simultaneously at the site of action(i.e. the harmful fungi to be controlled or their habitats such asinfected plants, plant propagation materials, particularly seeds,surfaces, materials or the soil as well as plants, plant propagationmaterials, particularly seeds, soil, surfaces, materials or rooms to beprotected from fungal attack) in an effective amount. This can beobtained by applying the compounds I and compound II simultaneously,either jointly (e.g. as tank-mix) or separately, or in succession,wherein the time interval between the individual applications isselected to ensure that the active substance applied first still occursat the site of action in a sufficient amount at the time of applicationof the further active substance(s). The order of application is notessential for working of the present invention.

In the compositions according to the invention the weight ratio ofcompound I and compound II generally depends from the properties of theactive substances used, usually it is in the range of from 1:100 to100:1, regularly in the range of from 1:50 to 50:1, preferably in therange of from 1:20 to 20:1 and particularly in the range of from 1:10 to10:1. In a particularly preferred embodiment, compound I is present inat least equivalent amounts and preferably in excess. In this case, theweight ratio of compound I and compound II is preferably in the range offrom 1:1 to 500:1, more preferably from 1.5:1 to 400:1, even morepreferably from 2:1 to 300:1 and in particular from 3:1 to 300:1.

The components can be used individually or already partially orcompletely mixed with one another to prepare the composition accordingto the invention. It is also possible for them to be packaged and usedfurther as combination composition such as a kit of parts.

In one embodiment of the invention, the kits may include one or more,including all, components that may be used to prepare a subjectagrochemical composition. E.g., kits may include one or more fungicidecomponent(s) and/or an adjuvant component and/or a insecticide componentand/or a growth regulator component and/or a herbicde. One or more ofthe components may already be combined together or preformulated. Inthose embodiments where more than two components are provided in a kit,the components may already be combined together and as such are packagedin a single container such as a vial, bottle, can, pouch, bag orcanister. In other embodiments, two or more components of a kit may bepackaged separately, i.e., not preformulated. As such, kits may includeone or more separate containers such as vials, cans, bottles, pouches,bags or canisters, each container containing a separate component for anagrochemical composition. In both forms, a component of the kit may beapplied separately from or together with the further components or as acomponent of a combination composition according to the invention forpreparing the composition according to the invention.

The user applies the composition according to the invention usually froma predosage device, a knapsack sprayer, a spray tank or a spray plane.Here, the agrochemical composition is made up with water and/or bufferto the desired application concentration, it being possible, ifappropriate, to add further auxiliaries, and the ready-to-use sprayliquor or the agrochemical composition according to the invention isthus obtained. Usually, 50 to 500 liters of the ready-to-use sprayliquor are applied per hectare of agricultural useful area, preferably100 to 400 liters.

According to one embodiment, individual components of the compositionaccording to the invention such as parts of a kit or parts of a binaryor ternary mixture may be mixed by the user himself in a spray tank andfurther auxiliaries may be added, if appropriate (tank mix).

In a further embodiment, either individual components of the compositionaccording to the invention or partially premixed components may be mixedby the user in a spray tank and further auxiliaries and additives may beadded, if appropriate (tank mix).

In a further embodiment, either individual components of the compositionaccording to the invention or partially premixed components can beapplied jointly (e.g. after tankmix) or consecutively.

The fungicidal action of the compositions according to the invention canbe shown by the tests described below.

The active compounds, separately or jointly, are prepared as a stocksolution comprising 25 mg of active compound which is made up to 10 mlusing a mixture of acetone and/or DMSO and the emulsifier Uniperol® EL(wetting agent having an emulsifying and dispersing action based onethoxylated alkylphenols) in a ratio by volume of solvent/emulsifier of99:1. The mixture is then made up to 100 ml with water. This stocksolution is diluted with the solvent/emulsifier/water mixture describedto give the concentration of active compound stated below.

The visually determined percentages of infected leaf areas are convertedinto efficacies in % of the untreated control.

The efficacy (E) is calculated as follows using Abbot's formula:E=(1−α/β)·100

-   α corresponds to the fungicidal infection of the treated plants in %    and-   β corresponds to the fungicidal infection of the untreated (control)    plants in %

An efficacy of 0 means that the infection level of the treated plantscorresponds to that of the untreated control plants; an efficacy of 100means that the treated plants were not infected.

The expected efficacies of active compound combinations were determinedusing Colby's formula (Colby, S.R. “Calculating synergistic andantagonistic responses of herbicide combinations”, Weeds, 15, pp. 20-22,1967) and compared with the observed efficacies.Colby's formula: E=x+y−x°y/100

-   E expected efficacy, expressed in % of the untreated control, when    using the mixture of the active compounds A and B at the    concentrations a and b-   x efficacy, expressed in % of the untreated control, when using the    active compound A at the concentration a-   y efficacy, expressed in % of the untreated control, when using the    active compound B at the concentration b

EXAMPLES

Microtest

The active compounds were formulated separately or jointly as a stocksolution having a concentration of 10000 ppm in dimethyl sulfoxide.

As compound I was used5-amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioicacid ally ester of formula I.1

Use Example 1 Activity Against the Late Blight Pathogen Phytophthorainfestans in the Microtiter Test (Phytin)

The stock solutions were pipetted onto a microtiter plate (MTP) anddiluted with water to the stated concentrations. A spore suspension ofPhytophtora infestans containing a pea juice-based aqueous nutrientmedium was then added. The plates were placed in a water vapor-saturatedchamber at a temperature of 18° C. Using an absorption photometer, theMTPs were measured at 405 nm 7 days after the inoculation. The measuredparameters were compared to the growth of the active compound-freecontrol variant (100%) and the fungus-free and active compound-freeblank value to determine the relative growth in % of the pathogens inthe respective active compounds. These percentages were converted intoefficacies. An efficacy of 0 means that the growth level of thepathogens corresponds to that of the untreated control; an efficacy of100 means that the pathogens were not growing. The test results areshown in Table 1. The expected efficacies of active compoundcombinations were determined using Colby's formula (see above).

TABLE 1 Active compound/ Concentration Observed Calculated Synergismactive mixture [ppm] Mixture efficacy [%] efficacy¹ [%] I.1 63 — 37 16 —16 Azoxystrobin 0.25 — 55 Propineb 1 — 21 Fosetyl-Al 16 — 35 I.1 16 64:180 62 18 Azoxystrobin 0.25 I.1 16 16:1 98 32 66 Propineb 1 I.1 63  4:191 59 32 Fosetyl-Al 16 ¹according to Colby (%)

Use Example 2 Activity Against Leaf Blotch on wheat Caused by Septoriatritici in the Microtiter Test (Septtr)

The stock solutions were pipetted onto a microtiter plate (MTP) anddiluted with water to the stated concentrations. A spore suspension ofSeptoria tritici in an aqueous biomalt solution was then added. Theplates were placed in a water vapor-saturated chamber at temperatures of18° C. Using an absorption photometer, the microtiter plates weremeasured at 405 nm on day 7 after the inoculation. The measuredparameters were compared to the growth of the active compound-freecontrol variant (100%) and the fungus-free and active compound-freeblank value to determine the relative growth in % of the pathogens inthe respective active compounds. These percentages were converted intoefficacies. An efficacy of 0 means that the growth level of thepathogens corresponds to that of the untreated control; an efficacy of100 means that the pathogens were not growing. The test results areshown in Table 2.

TABLE 2 Active compound/ Concentration Observed Calculated Synergismactive mixture [ppm] Mixture efficacy [%] efficacy¹ [%] I.1 4 — 37Azoxystrobin 0.063 — 55 Cyprodinil 1 — 13 Chlorothalonil 0.25 — 46 I.1 464:1 99 72 27 Azoxystrobin 0.063 I.1 4  4:1 67 45 22 Cyprodinil 1 I.1 416:1 90 66 24 Chlorothalonil 0.25 ¹according to Colby (%)

Use Example 3 Activity Against Pyrenophora teres in the Microtiter Test(Pyrnte)

The stock solutions were pipetted onto a microtiter plate (MTP) anddiluted with water to the stated concentrations. A spore suspension ofPyrenophora teres in an aqueous biomalt solution was then added. Theplates were placed in a water vapor-saturated chamber at temperatures of18° C. Using an absorption photometer, the microtiter plates weremeasured at 405 nm on day 7 after the inoculation. The measuredparameters were compared to the growth of the active compound-freecontrol variant (100%) and the fungus-free and active compound-freeblank value to determine the relative growth in % of the pathogens inthe respective active compounds. These percentages were converted intoefficacies. An efficacy of 0 means that the growth level of thepathogens corresponds to that of the untreated control; an efficacy of100 means that the pathogens were not growing. The test results areshown in Table 3.

TABLE 3 Active compound/ Concentration Observed Calculated Synergismactive mixture [ppm] Mixture efficacy [%] efficacy¹ [%] I.1 1 — 34Picoxystrobin 0.016 — 31 I.1 1 64:1 72 54 18 Picoxystrobin 0.016¹according to Colby (%)

Use Example 4 Activity Against Fusarium culmorum in the Microtiter Test(Fusacu)

The stock solutions were pipetted onto a microtiter plate (MTP) anddiluted with water to the stated concentrations. A spore suspension ofFusarium culmorum in an aqueous biomalt solution was then added. Theplates were placed in a water vapor-saturated chamber at temperatures of18° C. Using an absorption photometer, the microtiter plates weremeasured at 405 nm on day 7 after the inoculation. The measuredparameters were compared to the growth of the active compound-freecontrol variant (100%) and the fungus-free and active compound-freeblank value to determine the relative growth in % of the pathogens inthe respective active compounds. These percentages were converted intoefficacies. An efficacy of 0 means that the growth level of thepathogens corresponds to that of the untreated control; an efficacy of100 means that the pathogens were not growing. The test results areshown in Table 4.

TABLE 4 Active compound/ Concentration Observed Calculated Synergismactive mixture [ppm] Mixture efficacy [%] efficacy¹ [%] I.1 63 — 14Pyraclostrobin 0.25 — 5 I.1 63 250:1 41 18 23 Pyraclostrobin 0.25¹according to Colby (%)

The invention claimed is:
 1. A composition, comprising 1) a5-amino-3-oxo-2,3-dihydro-pyrazole compound I

wherein R¹ is C₁-C₁₀-alkyl; R² is C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl; R³ is phenyl, optionally substituted by one to fivesubstituents independently selected from the group consisting ofhalogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkoxy-C₁-C₆-alkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₂-C₆-alkenylthio, C₂-C₆-haloalkenylthio, cyano and nitro; and X is orS; and 2) at least one strobilurin compound selected from the groupconsisting of azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin,kresoxim-methyl, meto-minostrobin, orysastrobin, picoxystrobin,pyraclostrobin, pyribencarb, trifloxystrobin,2-(2-(6-(3-chloro-2-methyl-phenoxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide,3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropane-carboximidoyl-sulfanylmethyl)-phenyl)-acrylicacid methyl ester, methyl(2-chloro-5-[1-(3-methylbenzyl-oxyimino)ethyl]benzyl)carbamate and2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylidene-aminooxymethyl)-phenyl)-2-methoxyimino-N-methyl-acetamidein a synergistically effective amount.
 2. The composition of claim 1,wherein in compounds I R¹ is C₁-C₆-alkyl; R² is C₁-C₄-alkyl,C₃-C₄-alkenyl or C₃-C₄-alkynyl; R³ is phenyl, wherein the phenyl isunsubstituted or substituted by one to four substituents independentlyselected from the group consisting of C₁-C₆-alkyl, F, Cl and Br; and Xis O or S.
 3. The composition of claim 1, wherein in compounds I R¹ is1-methylethyl, 1,1-dimethylethyl, 1-methylpropyl, 1-ethylpropyl or1-methylbutyl; R² is ethyl, n-propyl, allyl or propargyl; R³ is phenyl,wherein the phenyl is unsubstituted or substituted by one to foursubstituents independently selected from the group consisting of methyl,ethyl, isopropyl, F, Cl and Br; and X is O or S.
 4. The composition ofclaim 1, wherein the compound of formula I is5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioicacid S-allyl ester.
 5. A pesticidal agent comprising at least one solidor liquid carrier and a composition according to claim
 1. 6. A seedtreated with the composition of claim 1 in an amount of from 1 g to 1000g per 100 kg of seed.
 7. The seed of claim 6, wherein in compounds I R¹is C₁-C₆-alkyl; R² is C₁-C₄-alkyl, C₃-C₄-alkenyl or C₃-C₄-alkynyl; R³ isphenyl, wherein the phenyl is unsubstituted or substituted by one tofour substituents independently selected from the group consisting ofC₁-C₆-alkyl, F, Cl and Br; and X is O or S.
 8. The seed of claim 6,wherein in compounds I R^(1 is) 1-methylethyl, 1,1-dimethylethyl,1-methylpropyl, 1-ethylpropyl or 1-methylbutyl; R² is ethyl, n-propyl,allyl or propargyl; R³ is phenyl, wherein the phenyl is unsubstituted orsubstituted by one to four substituents independently selected from thegroup consisting of methyl, ethyl, isopropyl, F, Cl and Br; and X is Oor S.
 9. The seed of claim 6, wherein the compound of formula I is5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioicacid S-allyl ester.
 10. A method for controlling phytopathogenic harmfulfungi, comprising treating the fungi, their habitat or the seed, thesoil or the plants to be protected against fungal attack with aneffective amount of compound I

wherein R¹ is C₁-C₁₀-alkyl; R² is C₁-C₆-alkyl, C₂-C₆-alkenyl orC₂-C₆-alkynyl; R³ is phenyl, optionally substituted by one to fivesubstituents independently selected from the group consisting ofhalogen, C₁-C₆-alkyl, C₁-C₆-haloalkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl,C₁-C₆-alkoxy, C₁-C₆-haloalkoxy, C₂-C₆-alkenyloxy, C₂-C₆-haloalkenyloxy,C₂-C₆-alkynyloxy, C₂-C₆-haloalkynyloxy, C₁-C₆-alkoxy-C₁-C₆-alkyl,C₁-C₆-alkoxy-C₁-C₆-alkoxy, C₁-C₆-alkylthio, C₁-C₆-haloalkylthio,C₂-C₆-alkenylthio, C₂-C₆-haloalkenylthio, cyano and nitro; and X is O orS; and at least one strobilurin compound selected from the groupconsisting of azoxystrobin, dimoxystrobin, enestroburin, fluoxastrobin,kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin,pyraclostrobin, pyribencarb, trifloxystrobin,2-(2-(6-(3-chloro-2-methyl-phen-oxy)-5-fluoro-pyrimidin-4-yloxy)-phenyl)-2-methoxyimino-N-methyl-acetamide,3-methoxy-2-(2-(N-(4-methoxy-phenyl)-cyclopropane-carboximidoylsulfanylmethyl)-phenyl)-acrylicacid methyl ester, methyl(2-chloro-5-[1-(3-methylbenzyloxyimino)ethyl]benzyl)carbamate and2-(2-(3-(2,6-dichlorophenyl)-1-methyl-allylideneaminooxymethyl)-phenyl)-2-methoxyimino-N-methyl-acetamide.11. The method claim 10, wherein compound I and the strobilurin compoundare applied jointly, simultaneously, separately or in succession. 12.The method of claim 10, wherein compound I and the strobilurin compoundare applied in an amount of from 5 g/ha to 2500 g/ha.
 13. The method ofclaim 10, wherein compound I and the strobilurin compound are applied inan amount of from 1 g to 1000 g per 100 kg of seed.
 14. The method ofclaim 13, wherein in compounds I R¹ is C₁-C₆-alkyl; R² is C₁-C₄-alkyl,C₃-C₄-alkenyl or C₃-C₄-alkynyl; R³ is phenyl, wherein the phenyl isunsubstituted or substituted by one to four substituents independentlyselected from the group consisting of C₁-C₆-alkyl, F, Cl and Br; and Xis O or S.
 15. The method of claim 13, wherein in compounds I R¹ is1-methylethyl, 1,1-dimethylethyl, 1-methylpropyl, 1-ethylpropyl or1-methylbutyl; R² is ethyl, n-propyl, allyl or prorargyl; R³ is phenyl,wherein the phenyl is unsubstituted or substituted by one to foursubstituents independently selected from the group consisting of methyl,ethyl, isopropyl, F, Cl, and Br; and X is O or S.
 16. The method ofclaim 13, wherein the compound of formula I is5-Amino-2-isopropyl-3-oxo-4-o-tolyl-2,3-dihydro-pyrazole-1-carbothioicacid S-allyl ester.